Thionyl Chloride → 7-Methoxy-2H-1,3-benzodioxole-5-carbonyl chloride

HRID 38671Notes

Reaction equation

HRID 38671 reaction equation
[CH2:1]1[O:12][C:11]2[C:10]([O:13][CH3:14])=[CH:9][C:5]([C:6](O)=[O:7])=[CH:4][C:3]=2[O:2]1.S(Cl)([Cl:17])=O>C1C=CC=CC=1>[CH2:1]1[O:12][C:11]2[C:10]([O:13][CH3:14])=[CH:9][C:5]([C:6]([Cl:17])=[O:7])=[CH:4][C:3]=2[O:2]1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 6073097-Methoxy-2H-1,3-benzodioxole-5-carboxylic acid

Product 1

HCID 450812557-Methoxy-2H-1,3-benzodioxole-5-carbonyl chloride

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

3,4-Methylenedioxy-5-methoxybenzoic acid (39.23 g, 0.2 mol) was dissolved in dry benzene, thionyl chloride 47.6 g (28.8 ml, 0.4 mol) was added under stirring, the resulting solution was refluxed for 15 hr, then the solvent and excessive thionyl chloride were removed by distillation under reduced pressure to give pure 3,4-methylenedioxy-5-methoxy-benzoyl chloride.

Workup

  1. temperaturethe resulting solution was refluxed for 15 hr
  2. customthe solvent and excessive thionyl chloride were removed by distillation under reduced pressure

Sources & evidence

ORD record
ord-0d74cf3a0a884f289676c7264a4288e5
Source dataset
uspto-grants-2013_09
Patent number
US08524744B2

Reaction notes

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