Cyclopentanepropanoic acid → 3-Cyclopentylpropionyl chloride

HRID 1079039Notes

Reaction equation

HRID 1079039 reaction equation
[C:1](Cl)(=O)[C:2]([Cl:4])=[O:3].[CH:7]1([CH2:12]CC(O)=O)[CH2:11][CH2:10][CH2:9][CH2:8]1>C(Cl)Cl>[CH:7]1([CH2:12][CH2:1][C:2]([Cl:4])=[O:3])[CH2:11][CH2:10][CH2:9][CH2:8]1

Participants

4

Reactant 2

HCID 8818Cyclopentanepropanoic acidHCID 65578Oxalyl chloride

Product 1

HCID 660393-Cyclopentylpropionyl chloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of 1.0 g of oxalyl chloride in 15 ml of methylene chloride is added dropwise to a 0° C. solution of 0.65 g of 3-cyclopentylpropionic acid in 15 ml of methylene chloride. The solution is allowed to warm to room temperature and is stirred for 6 hours. The solution is concentrated at reduced pressure, rediluted with 25 ml of methylene chloride and reconcentrated to give 3-cyclopentylpropionyl chloride.

Workup

  1. concentrationThe solution is concentrated at reduced pressure
  2. additionrediluted with 25 ml of methylene chloride

Sources & evidence

ORD record
ord-311e8721bf544c058c5f27c199147078
Source dataset
uspto-grants-1996_08
Patent number
US05550257

Reaction notes

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