Cyclohexaneacetic acid → Cyclohexylacetyl chloride

HRID 1885037Notes

Reaction equation

HRID 1885037 reaction equation
[CH:1]1([CH2:7][C:8]([OH:10])=O)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C(Cl)(=O)C([Cl:14])=O>C(Cl)Cl.CN(C=O)C>[CH:1]1([CH2:7][C:8]([Cl:14])=[O:10])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 2

HCID 21363Cyclohexaneacetic acidHCID 65578Oxalyl chloride

Product 1

HCID 2757989Cyclohexylacetyl chloride

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

To cyclohexylacetic acid (23a) (89, 56.25 mmol) in DCM (160 mL) at room temperature was added the oxalyl chloride (6.4 mL, 73.14 mmol) and 2 drops of DMF. The reaction mixture was stirred at room temperature for 1 h, then concentrated under reduced pressure to give cyclohexylacetyl chloride.

Workup

  1. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-40118bac1c6d412d87a0e6a1b991f6da
Source dataset
uspto-grants-2004_07
Patent number
US06767991B1

Reaction notes

Loading…