Dichloromethane → (3S)-piperidine-3-carboxylic acid hydrochloride

HRID 656335Notes

Reaction equation

HRID 656335 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH2:11][C@H:10]([C:14]([OH:16])=[O:15])[CH2:9]1)=O)(C)(C)C.C(Cl)[Cl:18]>Cl.O1CCOCC1>[ClH:18].[NH:8]1[CH2:13][CH2:12][CH2:11][C@H:10]([C:14]([OH:16])=[O:15])[CH2:9]1

Participants

5

Reactant 2

HCID 6344DichloromethaneHCID 6951168(3S)-1-((tert-butoxy)carbonyl)piperidine-3-carboxylic acid

Product 1

HCID 24820453(3S)-piperidine-3-carboxylic acid hydrochloride

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

A mixture of (3S)-1-(tert-butoxycarbonyl)piperidine-3-carboxylic acid (4.0 g, 0.017 mol) in methylene chloride (10 mL, 0.2 mol) and 4.0 M of hydrogen chloride in 1,4-dioxane (30 mL) was stirred at rt for 2 hours. The volatiles were removed in vacuo to afford the desired product in quantitative yield. The crude product was used in the following step without further purification. LCMS: m/z 166.2 (M+H)+.

Workup

  1. customThe volatiles were removed in vacuo

Sources & evidence

ORD record
ord-08d1610d100f426a97702e12944ff41e
Source dataset
uspto-grants-2011_12
Patent number
US08071624B2

Reaction notes

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