11-Bromoundecanoic acid → Undecanoyl chloride, 11-bromo-

HRID 1195465Notes

Reaction equation

HRID 1195465 reaction equation
[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]([OH:14])=O.S(Cl)([Cl:17])=O>>[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]([Cl:17])=[O:14]

Participants

3

Reactant 2

HCID 1781211-Bromoundecanoic acidHCID 24386Thionyl Chloride

Product 1

HCID 85202Undecanoyl chloride, 11-bromo-

Procedure

50 g of 11-bromoundecanoic acid was heat-refluxed with 90.0 of thionyl chloride for 2 hours. Then, unreacted thionyl chloride was distilled away, and the residue was vacuum-distilled, to obtain 11- bromoundecanoic acid chloride. Said product was stirred with 37.6 g of anhydrous aluminum chloride in methylene chloride so as not to be 5° C. or more, to obtain a methlene chloride solution.

Workup

  1. distillationThen, unreacted thionyl chloride was distilled away
  2. distillationthe residue was vacuum-distilled

Sources & evidence

ORD record
ord-d71b8e09ee664b50951d02b93c5dfec1
Source dataset
uspto-grants-1992_05
Patent number
US05110964

Reaction notes

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