Thionyl Chloride → 3-(Biphenyl-4-yl)propanoyl chloride

HRID 1945048

Reaction equation

HRID 1945048 reaction equation
[C:1]1([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:6]=[CH:5][C:4]([CH2:7][CH2:8][C:9](O)=[O:10])=[CH:3][CH:2]=1.O=S(Cl)[Cl:20]>>[C:1]1([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:6]=[CH:5][C:4]([CH2:7][CH2:8][C:9]([Cl:20])=[O:10])=[CH:3][CH:2]=1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 30824342(4-Biphenyl)propionic acid

Product 1

HCID 596075633-(Biphenyl-4-yl)propanoyl chlorideYield 101%

Conditions

Temperature
85 °C

Procedure

A mixture of 3-(4-biphenylyl)propionic acid (5 g, 22.10 mmol) and SOCl2 (4.03 ml, 55.2 mmol) is refluxed under nitrogen at 85° C. for 1.5 hour. The reaction mixture is concentrated under reduced pressure to give 3-(biphenyl-4-yl)propanoyl chloride (5.46 g). The material is used in the next step without further purification.

Workup

  1. concentrationThe reaction mixture is concentrated under reduced pressure

Sources & evidence

ORD record
ord-19230151c3814bda98578d458c6fa63d
Source dataset
uspto-grants-2013_03
Patent number
US08394853B2

Linked notes

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