Methanol → Methyl 2-(piperidin-2-yl)acetate hydrochloride

HRID 2059895Notes

Reaction equation

HRID 2059895 reaction equation
S(Cl)([Cl:3])=O.C(OC([N:12]1[CH2:17][CH2:16][CH2:15][CH2:14][CH:13]1[CH2:18][C:19]([OH:21])=[O:20])=O)(C)(C)C.[CH3:22]O>>[ClH:3].[NH:12]1[CH2:17][CH2:16][CH2:15][CH2:14][CH:13]1[CH2:18][C:19]([O:21][CH3:22])=[O:20]

Participants

4

Reactant 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 50585361-Boc-2-Piperidineacetic Acid

Product 1

HCID 13778732Methyl 2-(piperidin-2-yl)acetate hydrochlorideYield 90%

Procedure

Thionyl chloride (5.5 ml, 75 mmol) was added to a solution of 2-carboxymethylpiperidine-1-carboxylic acid tert-butyl ester (6 g, 25 mmol) in methanol (60 ml) while stirring and the mixture was then refluxed for 16 h. The solvent was removed under vacuum and the crude product used in the next stage without purification. Yield: 90%

Workup

  1. temperaturethe mixture was then refluxed for 16 h
  2. customThe solvent was removed under vacuum
  3. customthe crude product used in the next stage without purification

Sources & evidence

ORD record
ord-86ecdd5a9d034b609630e1d9a6c6bff5
Source dataset
uspto-grants-2012_10
Patent number
US08278319B2

Reaction notes

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