Thionyl Chloride → Cyclopentylacetyl chloride

HRID 704685Notes

Reaction equation

HRID 704685 reaction equation
[CH:1]1([CH2:6][C:7]([OH:9])=O)[CH2:5][CH2:4][CH2:3][CH2:2]1.S(Cl)([Cl:12])=O>>[CH:1]1([CH2:6][C:7]([Cl:12])=[O:9])[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 71606Cyclopentylacetic acid

Product 1

HCID 3485182Cyclopentylacetyl chlorideYield 81%

Procedure

Cyclopentane acetic acid (17 g, 0.132mole) was stirred into 50 mls of thionyl chloride and refluxed for two hours. The mixture was cooled and the excess solvent was removed via distillation at atmospheric pressure. The residue was distilled (b.p.=38°-39° C. at 0.1 mm Hg) to give 15 g of the title compound (81% distilled yield).

Workup

  1. temperaturerefluxed for two hours
  2. temperatureThe mixture was cooled
  3. customthe excess solvent was removed via distillation at atmospheric pressure
  4. distillationThe residue was distilled (b.p.=38°-39° C. at 0.1 mm Hg)

Sources & evidence

ORD record
ord-b7254afa7b934a2eb55f456fc038ea78
Source dataset
uspto-grants-1991_01
Patent number
US04988707

Reaction notes

Loading…