1-(4-(2-(Diethylamino)ethoxy)-phenyl)-1-(phenyl)-2-(3-methoxy-4-hydroxyphenyl)-2-chloroethane

Base Information

• Chemical Name: 1-(4-(2-(Diethylamino)ethoxy)-phenyl)-1-(phenyl)-2-(3-methoxy-4-hydroxyphenyl)-2-chloroethane
• CAS No.: 117095-65-5
• Molecular Formula: C27H30 Cl N O3
• Molecular Weight: 451.98
• ChEMBL ID: CHEMBL292185
• Mol file: 117095-65-5.mol

Synonyms:1-(4-(2-(diethylamino)ethoxy)-phenyl)-1-(phenyl)-2-(3-methoxy-4-hydroxyphenyl)-2-chloroethane;HM-clomiphene

Chemical Property of 1-(4-(2-(Diethylamino)ethoxy)-phenyl)-1-(phenyl)-2-(3-methoxy-4-hydroxyphenyl)-2-chloroethane

Chemical Property:

• Vapor Pressure: 2.67E-13mmHg at 25°C
• Boiling Point: 563.4°Cat760mmHg
• Flash Point: 294.5°C
• PSA: 41.93000
• Density: 1.158g/cm³
• LogP: 6.23340
• XLogP3: 6.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 10
• Exact Mass: 451.1914215
• Heavy Atom Count: 32
• Complexity: 565

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN(CC)CCOC1=CC=C(C=C1)C(=C(C2=CC(=C(C=C2)O)OC)Cl)C3=CC=CC=C3
• Isomeric SMILES: CCN(CC)CCOC1=CC=C(C=C1)/C(=C(\C2=CC(=C(C=C2)O)OC)/Cl)/C3=CC=CC=C3

Technology Process of 1-(4-(2-(Diethylamino)ethoxy)-phenyl)-1-(phenyl)-2-(3-methoxy-4-hydroxyphenyl)-2-chloroethane

There total 4 articles about 1-(4-(2-(Diethylamino)ethoxy)-phenyl)-1-(phenyl)-2-(3-methoxy-4-hydroxyphenyl)-2-chloroethane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

1-<4-<2-(diethylamino)ethoxy>phenyl>-1-phenyl-2-chloro-2-<3-methoxy-4-(benzyloxy)phenyl>ethene (117095-61-1) → 4-{(E)-1-Chloro-2-[4-(2-diethylamino-ethoxy)-phenyl]-2-phenyl-vinyl}-2-methoxy-phenol (117095-65-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In acetic acid; for 2h; under 1034.3 Torr;

DOI:10.1021/jm00121a035

Reference yield:

3-methoxy-4-(phenylmethoxy)benzaldehyde (2426-87-1) → 4-{(E)-1-Chloro-2-[4-(2-diethylamino-ethoxy)-phenyl]-2-phenyl-vinyl}-2-methoxy-phenol (117095-65-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 36 percent / 1) TiCl₄, Zn / tetrahydrofuran / 1) reflux, 2 h, 2) r.t.

2: 75 percent / N-chlorosuccinimide / CHCl₃ / 3 h / Heating

3: H₂ / 10percent Pd/C / acetic acid / 2 h / 1034.3 Torr

With N-chloro-succinimide; hydrogen; titanium tetrachloride; zinc; palladium on activated charcoal; In tetrahydrofuran; chloroform; acetic acid;

DOI:10.1021/jm00121a035

Reference yield:

vanillin (121-33-5,8014-42-4) → 4-{(E)-1-Chloro-2-[4-(2-diethylamino-ethoxy)-phenyl]-2-phenyl-vinyl}-2-methoxy-phenol (117095-65-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 83 percent / 1) NaH / 1) DMF, 2) 125 deg C, 4 h

2: 36 percent / 1) TiCl₄, Zn / tetrahydrofuran / 1) reflux, 2 h, 2) r.t.

3: 75 percent / N-chlorosuccinimide / CHCl₃ / 3 h / Heating

4: H₂ / 10percent Pd/C / acetic acid / 2 h / 1034.3 Torr

With N-chloro-succinimide; hydrogen; titanium tetrachloride; sodium hydride; zinc; palladium on activated charcoal; In tetrahydrofuran; chloroform; acetic acid;

DOI:10.1021/jm00121a035

upstream raw materials:

1-<4-<2-(diethylamino)ethoxy>phenyl>-1-phenyl-2-chloro-2-<3-methoxy-4-(benzyloxy)phenyl>ethene

3-methoxy-4-(phenylmethoxy)benzaldehyde

vanillin

1-<4-<2-(diethylamino)ethoxy>phenyl>-1-phenyl-2-hydroxy-2-<3-methoxy-4-(benzyloxy)phenyl>ethene

Refernces