Reaction #640552

ord-ca2f9cd410f44863bb2746a888088958

Reaction equation

O=S(Cl)Cl
thionyl chloride
CCCCC[C@H]1CC[C@H](C(=O)O)CC1
trans-4-pentylcyclohexanecarboxylic acid
c1ccncc1
pyridine
CCCCC[C@H]1CC[C@H](C(=O)Cl)CC1
trans-4-pentylcyclohexanecarboxylic acid chloride

Solvents

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Temperatureunder heating to 80° C. or less for 1 hour
  2. 2
    workup.DISTILLATIONThe solvent was distilled off under reduced pressure

Procedure

20 mL of thionyl chloride was added dropwise to a mixture containing 20.0 g (0.1 mol) of trans-4-pentylcyclohexanecarboxylic acid represented by the following formula (b-i), 0.5 mL of pyridine and 300 mL of toluene in a nitrogen atmosphere, and the mixture was stirred under heating to 80° C. or less for 1 hour. The solvent was distilled off under reduced pressure to provide trans-4-pentylcyclohexanecarboxylic acid chloride.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08048335B2uspto-grants-2011_11