Thionyl Chloride → (4'-Chloro-4-methylbiphenyl-3-yl)acetyl chloride

HRID 1503107Notes

Reaction equation

HRID 1503107 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([CH3:14])=[C:10]([CH2:15][C:16]([OH:18])=O)[CH:9]=2)=[CH:4][CH:3]=1.S(Cl)([Cl:21])=O>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([CH3:14])=[C:10]([CH2:15][C:16]([Cl:21])=[O:18])[CH:9]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 66707678(4'-Chloro-4-methylbiphenyl-3-yl)acetic acid

Product 1

HCID 23390525(4'-Chloro-4-methylbiphenyl-3-yl)acetyl chloride

Conditions

Temperature
80 °C

Procedure

5.00 g (19.18 mmol) (4′-chloro-4-methylbiphenyl-3-yl)acetic acid (EP 2029531 A1 and US 2009/298828 A1) were dissolved in 36.51 g (306.84 mmol) of thionyl chloride. The reaction mixture was stirred at 80° C. for four hours and then concentrated under reduced pressure. Drying under fine vacuum gave 5.4 g (100% of theory) of the title compound as a brownish oil.

Workup

  1. concentrationconcentrated under reduced pressure
  2. customDrying under fine vacuum

Sources & evidence

ORD record
ord-3e526f2473d34378be51fe9691ad747c
Source dataset
uspto-grants-2015_12
Patent number
US09212140B2

Reaction notes

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