Acetyl chloride → Methyl 4-(piperidin-2-yl)butanoate hydrochloride

HRID 2388713Notes

Reaction equation

HRID 2388713 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH:9]1[CH2:14][CH2:15][CH2:16][C:17]([O:19][CH3:20])=[O:18])=O)(C)(C)C.C([Cl:24])(=O)C>CO>[ClH:24].[NH:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH:9]1[CH2:14][CH2:15][CH2:16][C:17]([O:19][CH3:20])=[O:18]

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 57904248Tert-butyl 2-(4-methoxy-4-oxobutyl)piperidine-1-carboxylate

Product 1

HCID 66772062Methyl 4-(piperidin-2-yl)butanoate hydrochlorideYield 100%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of tert-Butyl-2-(4-methoxy-4-oxobutyl)piperidine-1-carboxylate (3) (25.67 g, 89.9 mmol) in Methanol was added dropwise acetyl chloride. The reaction mixture was stirred for 5 h at room temperature. The completion of the reaction was controlled via Thin-layer chromatography. After completion the reaction mixture was evaporated in vacuum to give Methyl 4-(piperidin-2-yl)butanoate hydrochloride (4) (20.14 g, 100%)

Workup

  1. customAfter completion the reaction mixture was evaporated in vacuum

Sources & evidence

ORD record
ord-326e635a29d846eab8e5aaec76825605
Source dataset
uspto-grants-2012_09
Patent number
US08268814B2

Reaction notes

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