4-tert-Butylbenzoic acid → 4-tert-Butylbenzoyl chloride

HRID 1185015Notes

Reaction equation

HRID 1185015 reaction equation
[C:1]([C:5]1[CH:13]=[CH:12][C:8]([C:9](O)=[O:10])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].S(Cl)([Cl:16])=O>>[C:1]([C:5]1[CH:13]=[CH:12][C:8]([C:9]([Cl:16])=[O:10])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 74034-tert-Butylbenzoic acidHCID 24386Thionyl Chloride

Product 1

HCID 743724-tert-Butylbenzoyl chloride

Procedure

A mixture of 4-tert-butylbenzoic acid (1000 g, 5.6 mol) in sulfurous dichloride (1.5 L) was refluxed for 3 hours. Then the mixture was concentrated in vacuo, and the crude 101a was used in next step without further purification.

Workup

  1. temperaturewas refluxed for 3 hours
  2. concentrationThen the mixture was concentrated in vacuo
  3. customthe crude 101a was used in next step without further purification

Sources & evidence

ORD record
ord-a86621ed555145a8ac93ae10ffe1f505
Source dataset
uspto-grants-2014_03
Patent number
US08669251B2

Reaction notes

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