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

HRID 1198105Notes

Reaction equation

HRID 1198105 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-71fdb0a002e04200b3620c311164e0e7
Source dataset
uspto-grants-1994_01
Patent number
US05280024

Reaction notes

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