Thionyl Chloride → (5-Bromo-2-methylphenyl)acetyl chloride

HRID 922113Notes

Reaction equation

HRID 922113 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:12])=[C:6]([CH2:8][C:9](O)=[O:10])[CH:7]=1.S(Cl)([Cl:15])=O>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:12])=[C:6]([CH2:8][C:9]([Cl:15])=[O:10])[CH:7]=1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 510637432-(5-Bromo-2-methylphenyl)acetic acid

Product 1

HCID 51063875(5-Bromo-2-methylphenyl)acetyl chloride

Conditions

Temperature
80 °C

Procedure

6.00 g (26.19 mmol) of (5-bromo-2-methylphenyl)acetic acid (EP 1791816 A1 and US 2006/29799 A1) were dissolved in 31.20 g (261.92 mmol) of thionyl chloride. The reaction mixture was stirred at 80° C. for two hours and then concentrated under reduced pressure. Drying under fine vacuum gave 6.29 g (97% 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-14eaf8157f754a88a4b404003c280d14
Source dataset
uspto-grants-2016_03
Patent number
US09278925B2

Reaction notes

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