4-(3,4-Dichlorophenyl)-4-phenylbutanoic acid

Base Information

• Chemical Name: 4-(3,4-Dichlorophenyl)-4-phenylbutanoic acid
• CAS No.: 79560-18-2
• Molecular Formula: C16H14 Cl2 O2
• Molecular Weight: 309.192
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID70432657
• Nikkaji Number: J1.633.041H
• Mol file: 79560-18-2.mol

Synonyms:4-(3,4-Dichlorophenyl)-4-phenylbutanoic acid;79560-18-2;SCHEMBL5321437;DTXSID70432657;ZBLZQVJTLMFDCG-UHFFFAOYSA-N;AKOS022173409;DS-7298;CS-0156512;4-(3,4-Dichlorophenyl)-4-phenylbutanoicacid;4-Phenyl-4-(3,4-dichlorophenyl)butyric acid;C76543;4-(3,4-DICHLOROPHENYL)-4-PHENYLBUTYRIC ACID

Chemical Property of 4-(3,4-Dichlorophenyl)-4-phenylbutanoic acid

Chemical Property:

• Melting Point: 118-120 °C(Solv: hexane (110-54-3))
• Boiling Point: 432.2±40.0 °C(Predicted)
• PKA: 4.61±0.10(Predicted)
• PSA: 37.30000
• Density: 1.301±0.06 g/cm3(Predicted)
• LogP: 4.99010
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 5.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 308.0370851
• Heavy Atom Count: 20
• Complexity: 316

Purity/Quality:

99% ^*data from raw suppliers

4-(3,4-Dichlorophenyl)-4-phenylbutanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(CCC(=O)O)C2=CC(=C(C=C2)Cl)Cl
• Uses: 4-(3,4-Dichlorophenyl)-4-phenylbutanoic Acid is a reactant used in the synthesis of (+)(-)-Sertraline (S280000), a selective serotonin reuptake inhibitor. Used as an antidepressant.

Technology Process of 4-(3,4-Dichlorophenyl)-4-phenylbutanoic acid

There total 19 articles about 4-(3,4-Dichlorophenyl)-4-phenylbutanoic acid 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: 100.0%

4-(3,4-dichlorophenyl)-4-phenylbut-3-enoic acid (79560-17-1) → 4-(3,4-dichlorophenyl)-4-phenylbutanoic acid (79560-18-2)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; for 24h; under 760 Torr; Ambient temperature;

DOI:10.1021/jm00377a021

Reference yield: 100.0%

4-(3,4-dichlorophenyl)-4-phenylbut-3-enoic acid → 4-(3,4-dichlorophenyl)-4-phenylbutanoic acid (79560-18-2)

Guidance literature:

palladium-carbon; In ethyl acetate;

Reference yield: 99.0%

methyl 4-(3,4-dichlorophenyl)-4-phenylbutanoate (1198097-90-3) → 4-(3,4-dichlorophenyl)-4-phenylbutanoic acid (79560-18-2)

Guidance literature:

With potassium hydroxide; In ethanol; water; for 3h; Reflux;

DOI:10.1002/adsc.200900032

upstream raw materials:

4-(3,4-dichlorophenyl)-4-phenylbut-3-enoic acid

rac-5-(3,4-dichlorophenyl)dihydrofuran-2(3H)-one

benzene

(R)-(+)-5-(3,4-dichlorophenyl)dihydrofuran-2(3H)-one

Downstream raw materials:

trans-N-methyl-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalenamine

Sertraline

trans-(1R,4S)-N-methyl-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalenamine

trans-(1S,4R)-N-methyl-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalenamine

Refernces

• 1、 Pastre, Julio Cezar,Correia, Carlos Roque Duarte. "Remarkable electronic effect on the diastereoselectivity of the Heck reaction of methyl cinnamate with arenediazonium salts: Formal total synthesis of (±)-indatraline and (±)-sertraline". supporting information; experimental part. p. 1217 - 1223. Retrieved 2009/12/24.
• 2、 Quallich,Woodall. "Synthesis of 4(S)-(3,4-dichlorophenyl)-3,4-dihydro-1(2H)-naphthalenone by SN2 cuprate displacement of an activated chiral benzylic alcohol". . p. 10239 - 10248. Retrieved 2007/10/02.