Methanol → Methyl (2S)-piperidine-2-carboxylate--hydrogen chloride (1/1)

HRID 1006327

Reaction equation

S(Cl)([Cl:3])=O.[CH2:5]1[CH2:10][C@@H:9]([C:11]([OH:13])=[O:12])[NH:8][CH2:7][CH2:6]1.[CH3:14]O>>[ClH:3].[CH3:14][O:12][C:11]([C@@H:9]1[CH2:10][CH2:5][CH2:6][CH2:7][NH:8]1)=[O:13]

Participants

Reactant 3

HCID 887Methanol

HCID 24386Thionyl Chloride

HCID 439227Pipecolic acid, (-)-

Product 1

HCID 13246232Methyl (2S)-piperidine-2-carboxylate--hydrogen chloride (1/1)

Conditions

Temperature: 55 °C

Procedure

Thionyl chloride (0.58 ml) was added dropwise to a solution of L-pipecolinic acid (450 mg) in methanol at room temperature. The reaction mixture was stirred at 55° C. for 2 hours. The whole mixture was evaporated under reduced pressure to give (2S)-piperidine-2-carboxylic acid methyl ester hydrochloride as a colorless oil.

Workup

customThe whole mixture was evaporated under reduced pressure

Sources & evidence

ORD record: ord-6a6deb3a16944022b212e5e35fcbc918
Source dataset: uspto-grants-2004_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06787543B2

Linked notes

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