Thionyl Chloride → 4-(6-Bromohexyloxy)benzoyl chloride

HRID 1905489Notes

Reaction equation

HRID 1905489 reaction equation
[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][O:8][C:9]1[CH:17]=[CH:16][C:12]([C:13](O)=[O:14])=[CH:11][CH:10]=1.S(Cl)([Cl:20])=O>>[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][O:8][C:9]1[CH:17]=[CH:16][C:12]([C:13]([Cl:20])=[O:14])=[CH:11][CH:10]=1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 20064021HCID 20064021, compound

Product 1

HCID 200639874-(6-Bromohexyloxy)benzoyl chloride

Procedure

A mixture of 452 g of 4-(6-bromohexyloxy)benzoic acid and 1000 g of thionyl chloride was stirred at room temperature for about 20 hours. The reaction mixture was concentrated in vacuo and residual thionyl chloride removed by repeated addition of toluene and concentration in vacuo. The oily product comprising 4-(6-bromohexyloxy)benzoyl chloride (450 ml) was used directly in the next reaction.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo and residual thionyl chloride
  2. customremoved
  3. additionaddition of toluene and concentration in vacuo
  4. customThe oily product comprising 4-(6-bromohexyloxy)benzoyl chloride (450 ml) was used directly in the next reaction

Sources & evidence

ORD record
ord-9a5f83ce343d40a2858d8ce98900ea16
Source dataset
uspto-grants-1989_06
Patent number
US04843087

Reaction notes

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