Hydrochloric Acid → Methyl (2S,4R)-4-hydroxy-1-methyl-2-pyrrolidinecarboxylate hydrochloride

HRID 9941Notes

Reaction equation

HRID 9941 reaction equation
[ClH:1].[OH:2][C@H:3]1[CH2:7][N:6]([CH3:8])[C@H:5]([C:9]([OH:11])=[O:10])[CH2:4]1.[CH3:12]O>>[ClH:1].[OH:2][C@H:3]1[CH2:7][N:6]([CH3:8])[C@H:5]([C:9]([O:11][CH3:12])=[O:10])[CH2:4]1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 117687004-hydroxy-N-methylproline

Product 1

HCID 86590358Methyl (2S,4R)-4-hydroxy-1-methyl-2-pyrrolidinecarboxylate hydrochlorideYield 100%

Procedure

Concentrated hydrochloric acid (3 mL) was added to a suspension of (2S, 4R)-4-hydroxy-1-methyl-2-pyrrolidinecarboxylic acid (3 g) in methanol (15 mL), and the mixture was refluxed for 4 hours. The solvent of the reaction mixture was removed by distillation under reduced pressure to give the title compound (4.0 g, yield 100%).

Workup

  1. temperaturethe mixture was refluxed for 4 hours
  2. customThe solvent of the reaction mixture was removed by distillation under reduced pressure

Sources & evidence

ORD record
ord-55d72b300a22485dbbea2a791668145a
Source dataset
uspto-grants-2006_08
Patent number
US07091363B2

Reaction notes

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