Methanol → methyl L-prolinate hydrochloride

HRID 346460Notes

Reaction equation

HRID 346460 reaction equation
S(Cl)([Cl:3])=O.[NH:5]1[CH2:12][CH2:11][CH2:10][C@H:6]1[C:7]([OH:9])=[O:8].[CH3:13]O>>[ClH:3].[CH3:13][O:8][C:7](=[O:9])[C@@H:6]1[CH2:10][CH2:11][CH2:12][NH:5]1

Participants

4

Reactant 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 145742L-Proline

Product 1

HCID 2733200methyl L-prolinate hydrochloride

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%).

Workup

  1. temperatureThe reaction mixture is refluxed for 1 h
  2. customThe solvent was evaporated

Sources & evidence

ORD record
ord-10c5b03041694171894192213811fdde
Source dataset
uspto-grants-2007_02
Patent number
US07173024B2

Reaction notes

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