Reaction #433642

ord-10c5b03041694171894192213811fdde

Reaction equation

O=S(Cl)Cl
thionyl chloride
O=C(O)[C@@H]1CCCN1
L-proline
CO
methanol
COC(=O)[C@@H]1CCCN1.Cl
L-Proline methyl ester HCl salt

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    TemperatureThe reaction mixture is refluxed for 1 h
  2. 2
    OtherThe solvent was evaporated

Procedure

16 ml (220 mmol) thionyl chloride was added to a solution of 10 g (87 mmol) L-proline in 200 ml methanol at 0° C. The reaction mixture is refluxed for 1 h. The solvent was evaporated. Yield 14 g (86 mmol, 99%).

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07173024B2uspto-grants-2007_02