Skip to main content
5-bromo-2-chloro-4’-ethoxydiphenylmethane CAS#: 461432-23-5
IdentificationPhysical DataSpectraRoute of Synthesis (ROS)Safety and HazardsOther Data

Identification

Product Name5-bromo-2-chloro-4’-ethoxydiphenylmethane IUPAC Name4-bromo-1-chloro-2-benzeneMolecular StructureCAS Registry Number 461432-23-5MDL NumberMFCD11042292Synonyms461432-23-54-bromo-1-chloro-2-(4-ethoxybenzyl)benzene4-(5-Bromo-2-chlorobenzyl)phenyl ethyl ether5-Bromo-2-chloro-4'-ethoxydiphenylmethane4-bromo-1-chloro-2-benzeneBenzene, 4-bromo-1-chloro-2--MFCD110422922-(4-ethoxybenzyl)-4-bromo-1-chlorobenzeneC15H14BrClO4-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene; 4-bromo-1-chloro-2-benzene5-bromo-2-chloro-4 inverted exclamation mark -ethoxydiphenylmethaneSCHEMBL38150DTXSID60433931ZUNCHZBITMUSRD-UHFFFAOYSA-NBCP08717CS-B0023AKOS015917373SB17549AC-26384DS-12747SY025637AM200405244-bromo-1-chloro-2-(4-ethoxy-benzyl)-benzene(5-bromo-2-chlorophenyl)(4-ethoxyphenyl)methaneEN300-6735475A8499024-bromo-1-chloro-2-(4-ethoxyphenyl)methyl-benzene4-BROMO-1-CHLORO-2--BENZENEMolecular FormulaC15H14BrClOMolecular Weight325.63InChIInChI=1S/C15H14BrClO/c1-2-18-14-6-3-11(4-7-14)9-12-10-13(16)5-8-15(12)17/h3-8,10H,2,9H2,1H3InChI KeyZUNCHZBITMUSRD-UHFFFAOYSA-N  Isomeric SMILESCCOC1=CC=C(C=C1)CC2=C(C=CC(=C2)Br)Cl

Patent InformationPatent IDTitlePublication DateCN117551153,A method for the synthesis of dapagliflozin intermediates by continuous reaction2024CN115785045Photocatalytic Endagliflozin precursor and synthesis method thereof2023CN116120299Preparation method of 1-C-substituted phenyl glucopyranose carbon glycoside2023CN116789716Preparation method of dapagliflozin and etogliflozin intermediates2023

Physical Data

AppearanceWhite to off -white solid powder

Melting Point, °C Solvent (Melting Point) 40 - 41ethanol40 - 4242 - 4538 - 4039 - 4140 - 4137ethanol

Spectra

Description (NMR Spectroscopy)Nucleus (NMR Spectroscopy)Solvents (NMR Spectroscopy)Frequency (NMR Spectroscopy), MHzChemical shifts, Spectrum1Hchloroform-d1Chemical shifts, Spectrum13Cchloroform-d1Chemical shifts1Hchloroform-d1Chemical shifts, Spectrum1Hchloroform-d1400

Route of Synthesis (ROS)

Route of Synthesis (ROS) of 5-bromo-2-chloro-4¡¯-ethoxydiphenylmethane CAS 461432-23-5

ConditionsYieldWith triethylsilane; boron trifluoride diethyl etherate In 1,2-dichloro-ethane; acetonitrile at 0 - 50℃; for 3h;Experimental Procedure12 4.12. 4-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene (15)Et3SiH (6.76 mL, 42.34 mmol) was added to a solution of compound 14 (6.0 g, 17.8 mmol) in 1:2 mixture of dry 1,2-dichloroethane/acetonitrile (2:1, 60 mL) and the mixture was cooled in an ice bath. BF3·OEt2 (2.53 mL, 20.51 mmol) was added and the mixture was heated at 50 °C for 3 h and then cooled at room temperature. Aqueous 7N KOH (30 mL) was added and the aqueous layer was extracted with dichloromethane (2 * 100 mL). The combined organic layers were washed with 2N KOH (2*) and brine and dried over Na2SO4. The solvent was removed under reduced pressure and the residue was chromatographed on a silica gel column (hexane/ethyl acetate 15:1) to give product 15 (5.6 g, 97%) as colorless crystals, with spectral and physical data identical to those reported in the literature , m.p. 40-42 °C (lit. m.p. 37 °C and 40-41 °C). 1H NMR (400 MHz, CDCl3) 7.20-7.28 (m, 3H), 7.08 (d, J = 8.8, 2H), 6.83 (d, J = 8.8, 2H), 4.00 (q, J = 7.0, 2H), 3.96 (s, 2H), 1.40 (t, J = 7.0, 3H); 13C NMR (125 MHz, CDCl3) 157.6, 141.3, 133.5, 133.1, 130.9, 130.5, 130.4, 130.0, 120.4, 114.6, 63.4, 38.2, 14.9. LC-MS (ESI positive) m/z: 325 +.97%Stage #1: (5-bromo-2-chlorophenyl)(4-ethoxyphenyl)methanone With sodium tetrahydroborate In dichloromethane; acetonitrile at 30 - 40℃; for 0.5h;Stage #2: With chloro-trimethyl-silane In dichloromethane; acetonitrile at 30 - 40℃; for 3h;Stage #3: With boron trifluoride diethyl etherate In dichloromethane; acetonitrile at 0 - 35℃; for 8h; Inert atmosphere;Experimental Procedure3 Example 3 Synthesis of 4-bromo-1-chloro-2- (4-ethoxybenzyl) benzeneUnder nitrogen, 1 g of (5-bromo-2-chlorophenyl) - (4-ethoxyphenyl) methanone and10.88g dichloromethane was added to 100mL reaction flask, warmed to 30-40 ° C, added 2.88g acetonitrile, 0.22g sodium borohydride, stirred at 30-40 ° C for 0.5h, 0.96g trimethylchlorosilane was added dropwise, after dripping 30-40 for 3hrs, cooled to 0-5 , 0.63g of boron trifluoride diethyl ether was slowly added dropwise, the temperature was controlled
https://www.chemwhat.com/5-bromo-2-chloro-4-ethoxydiphenylmethane-cas-461432-23-5/

Comments

Post a Comment

Popular posts from this blog

Overcoming the "Choke Points" in Semaglutide Side Chain Synthesis with Core Technologies to Enable Efficient GLP-1 Drug Manufacturing

Semaglutide, a groundbreaking product in the GLP-1 drug class, owes its extended half-life and enhanced receptor affinity largely to its unique side chain, Ste-Glu-AEEA-AEEA-OSU (CAS: 1169630-40-3) . This side chain covalently modifies the peptide backbone, significantly improving pharmacokinetics and therapeutic performance. However, its complex structure presents two critical synthetic challenges: Precise Assembly of Repetitive AEEA Units: The side chain features consecutive AEEA (aminoethoxyethoxyacetic acid) units, which require stepwise coupling via highly activated intermediates (e.g., AEEA-AEEA). Any impurities or deviations compromise downstream reaction efficiency and may trigger irreversible byproducts. Stereochemistry and Stability of Glutamic Acid (Glu): The glutamic acid component must maintain strict L-configuration, and its carboxyl groups require directional protection (e.g., OtBu) to preserve biological activity. Leveraging deep expertise in peptide chemistry a...
Post a Comment
Read more
IdentificationPhysical DataSpectraRoute of Synthesis (ROS)Safety and HazardsOther Data Identification Product NameBCTA-4NH2IUPAC NameMolecular StructureCAS Registry Number 2559708-42-6Synonyms4,4',4",4"'-(-3,3',6,6'-tetrayl)tetraanilineMolecular FormulaC48H36N6Molecular Weight696.86 Physical Data AppearanceYellow to white powder Spectra No data available BCTA-4NH2 CAS#：2559708-42-6 NMR Route of Synthesis (ROS) No data available Safety and Hazards No data available Other Data TransportationStore at 2-8°C away from light for long time storageStore at 2-8°C away from light for long time storageHS CodeStorageStore at 2-8°C away from light for long time storageShelf Life1 yearMarket Price Toxicity/Safety PharmacologyQuantitative Results Use PatternBCTA-4NH2 CAS#: 2559708-42-6 is an organic compound with a wide range of applications. One of its primary uses is in the field of organic electronics, where it is used as a hole-transport material in organic light-emitti...
Post a Comment
Read more

Watson Chem: Pioneering Advanced Semiconductor Materials for a Sustainable Future

In today’s rapidly advancing technological landscape, the innovation of materials science is driving progress across various high-tech sectors. As a R&D platform of Watson International, Watson Chem has positioned itself at the forefront of semiconductor materials development, becoming a trusted partner for leading global research institutions, energy companies, and high-tech firms. By focusing on extreme purity and stability, Watson Chem specializes in creating cutting-edge semiconductor materials that underpin the breakthrough technologies of tomorrow. Core Competency: Extreme Purity and Stability Watson Chem’s semiconductor materials encompass a range of ultra-pure elements, oxides, sulfides, tellurides, selenides, antimonides, and other semiconductor compounds, available in purity levels ranging from 3N to 7N and beyond. These materials meet the stringent requirements of the most advanced research fields, providing the solid foundation needed for breakthrough innovations. Tru...
Post a Comment
Read more