Hydrochloric Acid → methyl (2S,3S)-3-hydroxypyrrolidine-2-carboxylate hydrochloride

HRID 2245428Notes

Reaction equation

HRID 2245428 reaction equation
[ClH:1].[OH:2][C@H:3]1[CH2:7][CH2:6][NH:5][C@@H:4]1[C:8]([OH:10])=[O:9].[CH3:11]O>>[ClH:1].[OH:2][C@H:3]1[CH2:7][CH2:6][NH:5][C@@H:4]1[C:8]([O:10][CH3:11])=[O:9]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 440575trans-3-hydroxy-L-proline

Product 1

HCID 66605223methyl (2S,3S)-3-hydroxypyrrolidine-2-carboxylate hydrochlorideYield 94%

Procedure

Hydrogen chloride gas was bubbled through a suspension of trans-3-hydroxy-L-proline (1.5 g, 11.4 mmol) in 20 ml of freshly distilled MeOH at 0° C. for 30 min. The resulting clear solution was stirred overnight, then concentrated under reduced pressure to afford the title compound as a white solid (1.96 g). Yield 94%.

Workup

  1. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-f9603dea941245b7846f94222d9ed721
Source dataset
uspto-grants-2010_03
Patent number
US07683056B2

Reaction notes

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