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

HRID 1864682Notes

Reaction equation

HRID 1864682 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].[CH3:11][O:9][C:8]([C@@H:4]1[C@@H:3]([OH:2])[CH2:7][CH2:6][NH:5]1)=[O:10]

Participants

4

Conditions

Temperature
0 °C

Procedure

Hydrogen chloride gas was bubbled through a suspension of trans-3-hydroxy-L-proline (50.0 g, 0.380 mol) in MeOH (600 mL) cooled to 0° C. for 10 min. The resulting clear solution was stirred at rt for 4 h, then concentrated carefully under reduced pressure (white precipitates formed during the concentration). The resulting white solid was dried under vacuum overnight to afford the title compound (68.3 g) as a white solid.

Workup

  1. concentrationconcentrated carefully under reduced pressure (
  2. customwhite precipitates
  3. customformed during the concentration)
  4. customThe resulting white solid was dried under vacuum overnight

Sources & evidence

ORD record
ord-58a299e7116f4219bbbd255e74085eba
Source dataset
uspto-grants-2009_12
Patent number
US07625923B2

Reaction notes

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