Hydrochloric Acid → Methyl 4-hydroxypiperidine-4-carboxylate

HRID 626964Notes

Reaction equation

HRID 626964 reaction equation
Cl.[OH:2][C:3]1([C:9]([OH:11])=[O:10])[CH2:8][CH2:7][NH:6][CH2:5][CH2:4]1.Cl.[CH3:13]O>>[OH:2][C:3]1([C:9]([O:11][CH3:13])=[O:10])[CH2:8][CH2:7][NH:6][CH2:5][CH2:4]1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 533992144-Hydroxypiperidine-4-carboxylic acid--hydrogen chloride (1/1)

Product 1

HCID 21093366Methyl 4-hydroxypiperidine-4-carboxylate

Procedure

4-Hydroxy-4-piperidinecarboxylic acid hydrochloride salt (1 g, 5.1 mmol) was added to a 2% hydrochloric acid solution in methanol (25 mL) and the mixture was stirred at room temperature overnight. The solvent was removed under reduced pressure to give the title compound as the hydrochloride salt (1 g, 92%) as a white solid. δH (400 MHz, DMSO-d6) 9.06 (broad, 2H), 5.89 (broad, 1H), 3.68 (m, 3H), 3.14 (m, 2H), 3.02 (m, 2H), 2.07 (m, 2H), 1.79 (m, 2H).

Workup

  1. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-9bec0bbae83847e2abd67b15afc1fc2d
Source dataset
uspto-grants-2016_04
Patent number
US09309243B2

Reaction notes

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