3,4,5-Trimethoxybenzoic Acid → Benzoyl chloride, 3,4,5-trimethoxy-

HRID 1729206Notes

Reaction equation

HRID 1729206 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]=[C:10]([O:14][CH3:15])[C:11]=1[O:12][CH3:13])[C:6](O)=[O:7].S(Cl)([Cl:18])=O>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]=[C:10]([O:14][CH3:15])[C:11]=1[O:12][CH3:13])[C:6]([Cl:18])=[O:7]

Participants

3

Reactant 2

HCID 83573,4,5-Trimethoxybenzoic AcidHCID 24386Thionyl Chloride

Product 1

HCID 78282Benzoyl chloride, 3,4,5-trimethoxy-

Procedure

10 g of (0.047 mole) of 3,4,5-trimethoxybenzoic acid are suspended in 120 ml of thionyl chloride and refluxed for 2 hours. The solution is concentrated under reduced pressure. The residual oil crystallizes immediately after the addition of petroleum ether. The crystals are spun and washed with petroleum ether.

Workup

  1. temperaturerefluxed for 2 hours
  2. concentrationThe solution is concentrated under reduced pressure
  3. customThe residual oil crystallizes immediately
  4. additionafter the addition of petroleum ether
  5. washwashed with petroleum ether

Sources & evidence

ORD record
ord-9d1e7e59c846437f8c21f85ab8f7b1b3
Source dataset
uspto-grants-1994_07
Patent number
US05332735

Reaction notes

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