Thionyl Chloride → 8-bromooctanoyl Chloride

HRID 1078390Notes

Reaction equation

HRID 1078390 reaction equation
[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][C:9]([OH:11])=O.S(Cl)([Cl:14])=O>C(#N)C>[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][C:9]([Cl:14])=[O:11]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 5482758-Bromooctanoic acid

Product 1

HCID 114022288-bromooctanoyl Chloride

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
95 °C

Procedure

A mixture of 8-bromooctanoic acid (26.4 g), thionyl chloride (40 ml) and acetonitrile (40 ml) was heated at 95° C. for 3 hours. The solvent was removed by distillation under vacuum and the residue purified by azeotropic distillation, using acetonitrile, to give 8-bromooctanoyl chloride.

Workup

  1. customThe solvent was removed by distillation under vacuum
  2. distillationthe residue purified by azeotropic distillation

Sources & evidence

ORD record
ord-433dc1d708cc440989b2780a342d26e0
Source dataset
uspto-grants-1996_08
Patent number
US05547972

Reaction notes

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