Thionyl Chloride → 5-Bromofuran-2-carbonyl chloride

HRID 1921314Notes

Reaction equation

HRID 1921314 reaction equation
[Br:1][C:2]1[O:6][C:5]([C:7]([OH:9])=O)=[CH:4][CH:3]=1.S(Cl)([Cl:12])=O>>[Br:1][C:2]1[O:6][C:5]([C:7]([Cl:12])=[O:9])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 685115-Bromo-2-furanecarboxylic acid

Product 1

HCID 27570115-Bromofuran-2-carbonyl chloride

Conditions

Temperature
90 °C

Procedure

A mixture of 5-bromo-2-furancarboxylic acid (7.17 g, 37.54 mmol) and thionyl chloride (55 ml) is heated at 90° C. overnight. After the mixture has cooled to room temperature, the solvent is removed in vacuo, and the residue is washed with heptane. 5-Bromofuran-2-carbonyl chloride is obtained as a pale beige solid.

Workup

  1. temperatureAfter the mixture has cooled to room temperature
  2. customthe solvent is removed in vacuo
  3. washthe residue is washed with heptane

Sources & evidence

ORD record
ord-9104f41a609043ea87d8ff76b55ae5b1
Source dataset
uspto-grants-2012_05
Patent number
US08173682B2

Reaction notes

Loading…