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

HRID 327356

Reaction equation

HRID 327356 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

11-Bromoundecanoic acid (400 g) was added to thionyl chloride (600 ml) and the solution heated at 80° for 0.5 hour. The thionyl chloride was distilled off and the dark oily residue distilled in vacuo to give 11-bromoundecanoyl chloride, b.p. 144°, 0.7 mm Hg, (346.8 g, 81%).

Workup

  1. temperaturethe solution heated at 80° for 0.5 hour
  2. distillationThe thionyl chloride was distilled off
  3. distillationthe dark oily residue distilled in vacuo

Sources & evidence

ORD record
ord-6cf0c1ec3405470791493e943ea7bff2
Source dataset
uspto-grants-1993_12
Patent number
US05273740

Linked notes

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