Thionyl Chloride → 2-Methoxy-6-methylbenzoyl chloride

HRID 2062228Notes

Reaction equation

HRID 2062228 reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[CH:10][CH:9]=[C:8]([CH3:12])[C:4]=1[C:5](O)=[O:6].S(Cl)([Cl:15])=O>>[CH3:1][O:2][C:3]1[CH:11]=[CH:10][CH:9]=[C:8]([CH3:12])[C:4]=1[C:5]([Cl:15])=[O:6]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 2731702-Methoxy-6-methylbenzoic acid

Product 1

HCID 128926752-Methoxy-6-methylbenzoyl chloride

Procedure

2-Methoxy-6-methyl-benzoic acid (21.4 g, 0.129 mol) was refluxed for 3 hours in 230 mL thionyl chloride. Excess thionyl chloride was removed under reduced pressure. Co-evaporation of the residue with toluene gave 23.8 g of 2-methoxy-6-methyl-benzoyl chloride.

Workup

  1. customExcess thionyl chloride was removed under reduced pressure
  2. customCo-evaporation of the residue with toluene

Sources & evidence

ORD record
ord-9fd994dbf3654383af256f0498fa89a2
Source dataset
uspto-grants-2012_10
Patent number
US08283354B2

Reaction notes

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