Hydrochloric Acid → (2R,3S)-Methyl 3-hydroxypiperidine-2-carboxylate

HRID 501594Notes

Reaction equation

HRID 501594 reaction equation
Cl.[OH:2][CH:3]1[CH2:8][CH2:7][CH2:6][NH:5][CH:4]1[C:9]([OH:11])=[O:10].[CH3:12]O>>[CH3:12][O:10][C:9]([C@H:4]1[C@@H:3]([OH:2])[CH2:8][CH2:7][CH2:6][NH:5]1)=[O:11]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 138742223-Hydroxypipecolic acid

Product 1

HCID 15337757(2R,3S)-Methyl 3-hydroxypiperidine-2-carboxylate

Conditions

Temperature
0 °C

Procedure

Hydrogen chloride gas was bubbled through a suspension of 3-hydroxy-piperidine-2-carboxylic acid (0.54 g, 0.370 mol) in MeOH (100 mL) cooled to 0° C. for 10 min. The resulting clear solution was stirred at rt for 4 h, then evaporated carefully under reduced pressure (white precipitates formed during the concentration). The resulting white solid was dried overnight under vacuum to afford 0.86 g of the title compound as an off-white powder.

Workup

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

Sources & evidence

ORD record
ord-0fe81a4c99d14ab58fba12cc7aba5fef
Source dataset
uspto-grants-2010_08
Patent number
US07772267B2

Reaction notes

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