p-Octylbenzoic acid → Benzoyl chloride, 4-octyl-

HRID 1439143Notes

Reaction equation

HRID 1439143 reaction equation
[CH2:1]([C:9]1[CH:17]=[CH:16][C:12]([C:13](O)=[O:14])=[CH:11][CH:10]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].S(Cl)([Cl:20])=O>>[CH2:1]([C:9]1[CH:17]=[CH:16][C:12]([C:13]([Cl:20])=[O:14])=[CH:11][CH:10]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]

Participants

3

Reactant 2

HCID 19147p-Octylbenzoic acidHCID 24386Thionyl Chloride

Product 1

HCID 170865Benzoyl chloride, 4-octyl-

Procedure

20 g. of p-n-octylbenzoic acid and 100 ml. of thionyl chloride are boiled at reflux for 1 hour. The excess thionyl chloride is removed by distillation at normal pressure. The residue is mixed with absolute toluene and concentrated under vacuum. The obtained crude p-n-octylbenzoic acid chloride can be used without further purification.

Workup

  1. temperatureat reflux for 1 hour
  2. customThe excess thionyl chloride is removed by distillation at normal pressure
  3. additionThe residue is mixed with absolute toluene
  4. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-18970ac67d8a48a28d7ff978083c0b0e
Source dataset
uspto-grants-1977_11
Patent number
US04058478

Reaction notes

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