3,5-Di-tert-butyl-4-hydroxybenzoic acid → 3,5-Di-tert-butyl-4-hydroxybenzoyl chloride

HRID 2209959Notes

Reaction equation

HRID 2209959 reaction equation
[C:1]([C:5]1[CH:6]=[C:7]([CH:11]=[C:12]([C:15]([CH3:18])([CH3:17])[CH3:16])[C:13]=1[OH:14])[C:8](O)=[O:9])([CH3:4])([CH3:3])[CH3:2].S(Cl)([Cl:21])=O>>[C:1]([C:5]1[CH:6]=[C:7]([CH:11]=[C:12]([C:15]([CH3:18])([CH3:17])[CH3:16])[C:13]=1[OH:14])[C:8]([Cl:21])=[O:9])([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 150073,5-Di-tert-butyl-4-hydroxybenzoic acidHCID 24386Thionyl Chloride

Product 1

HCID 37871873,5-Di-tert-butyl-4-hydroxybenzoyl chloride

Procedure

27 g (108.1 mmol) of 3,5-di-tert.-butyl-4-hydroxybenzoic acid are added in portions to 70 ml of ice-cooled thionyl chloride. After complete dissolution, the mixture is heated under reflux for one hour. The excess thionyl chloride is then eliminated by distillation in vacuo and the dry residue crystallises by cooling.

Workup

  1. dissolutionAfter complete dissolution
  2. temperaturethe mixture is heated
  3. temperatureunder reflux for one hour
  4. distillationThe excess thionyl chloride is then eliminated by distillation in vacuo
  5. customthe dry residue crystallises
  6. temperatureby cooling

Sources & evidence

ORD record
ord-90d765222abb45cc88aaae89b0ffd797
Source dataset
uspto-grants-1995_10
Patent number
US05457103

Reaction notes

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