4-(3,4-DICHLOROPHENYL)-1,2,3,4-TETRAHYDRO-1-NAPHTHALENOL

Base Information

• Chemical Name: 4-(3,4-DICHLOROPHENYL)-1,2,3,4-TETRAHYDRO-1-NAPHTHALENOL
• CAS No.: 866018-46-4
• Molecular Formula: C₁₆H₁₄Cl₂O
• Molecular Weight: 293.193
• Mol file: 866018-46-4.mol

Synonyms:4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-naphthalen-1-ol

Chemical Property of 4-(3,4-DICHLOROPHENYL)-1,2,3,4-TETRAHYDRO-1-NAPHTHALENOL

Chemical Property:

Purity/Quality:

>95% ^*data from raw suppliers

rac-cis-4-(3,4-Dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: rac-cis-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalenol, is an intermediate in the synthesis of metabolites of Sertraline (S280000).

Technology Process of 4-(3,4-DICHLOROPHENYL)-1,2,3,4-TETRAHYDRO-1-NAPHTHALENOL

There total 3 articles about 4-(3,4-DICHLOROPHENYL)-1,2,3,4-TETRAHYDRO-1-NAPHTHALENOL 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: 76.0%

C23H18Cl2O3S → 4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-naphthalen-1-ol (866018-46-4)

Guidance literature:

With methanol; 10 % sodium amalgam; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.tet.2016.07.043

Reference yield:

1-(3,4-dichlorophenyl)-1,2-dihydronaphthalene (439134-46-0) → 1-(3,4-dichlorophenyl)-1,2-dihydronaphthalene (439134-50-6) + 4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-naphthalen-1-ol (866018-46-4)

Guidance literature:

1-(3,4-dichlorophenyl)-1,2-dihydronaphthalene; With benzo[1,3,2]dioxaborole; (S)-1-(2-(diphenylphosphanyl)naphthalen-1-yl)isoquinoline; In toluene; at 20 ℃; for 2h;

With dihydrogen peroxide; silica gel; In hexane; at 0 ℃; for 1h; Further stages.;

DOI:10.1039/b111175b

Reference yield:

4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one (79560-19-3,79836-44-5) → 4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-naphthalen-1-ol (866018-46-4)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 20 ℃; for 2h;

DOI:10.1021/ol070027o

upstream raw materials:

1-(3,4-dichlorophenyl)-1,2-dihydronaphthalene

4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one

Downstream raw materials:

1-(3,4-dichlorophenyl)-1,2-dihydronaphthalene

trans-3-(3,4-dichlorophenyl)-2,3-dihydro-N-methyl-1H-inden-1-amine hydrochloride

Refernces

• 1、 Shao, Liming,Wang, Fengjiang,Malcolm, Scott C.,Ma, Jianguo,Hewitt, Michael C.,Campbell, Una C.,Bush, Larry R.,Spicer, Nancy A.,Engel, Sharon R.,Saraswat, Lakshmi D.,Hardy, Larry W.,Koch, Patrick,Schreiber, Rudy,Spear, Kerry L.,Varney, Mark A.. "Synthesis and pharmacological evaluation of 4-(3,4-dichlorophenyl)-N- methyl-1,2,3,4-tetrahydronaphthalenyl amines as triple reuptake inhibitors". experimental part. p. 663 - 676. Retrieved 2011/03/17.
• 2、 Maeda, Kenji,Brown, John M.. "Efficient kinetic resolution in hydroboration of 1,2-dihydronaphthalenes". . p. 310 - 311. Retrieved 2007/10/03.