Cyclohexaneacetic acid → Cyclohexylacetyl chloride

HRID 325179Notes

Reaction equation

HRID 325179 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 chlorideYield 66.8%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

To a 0° C. solution of cyclohexaneacetic acid (2.12 g, 14.9 mmol) in 30 mL of CH2Cl2 was added two drops of DMF followed by oxalyl chloride (1.3 mL, 14.9 mmol). The solution was warmed to r.t. and stirred overnight. The solvent was remove in vacuo to give 1.60 g of the title compound as a colourless liquid.

Workup

  1. customThe solvent was remove in vacuo

Sources & evidence

ORD record
ord-fe261519795e43c29cc166685eb458dc
Source dataset
uspto-grants-2001_04
Patent number
US06222048B1

Reaction notes

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