Thionyl Chloride → 3-Fluoro-4-methoxybenzoyl chloride

HRID 626143Notes

Reaction equation

HRID 626143 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[O:11][CH3:12])[C:5](O)=[O:6].S(Cl)([Cl:15])=O>>[F:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[O:11][CH3:12])[C:5]([Cl:15])=[O:6]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 27334013-Fluoro-4-methoxybenzoic acid

Product 1

HCID 27792553-Fluoro-4-methoxybenzoyl chloride

Procedure

3-Fluoro-4-methoxybenzoic acid (830 mg, 4.88 mmol) and thionyl chloride (10 mL) were refluxed for 2 h. The excess thionyl chloride was removed by repeated evaporation with dry toluene in vacuo, giving the subtitle compound as a brown solid, which would be used for the next step directly.

Workup

  1. customThe excess thionyl chloride was removed
  2. customevaporation with dry toluene in vacuo

Sources & evidence

ORD record
ord-bf4832730a784fb98c219e4e9ec3944f
Source dataset
uspto-grants-2016_04
Patent number
US09309211B2

Reaction notes

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