1,4-Dioxane hydrochloride → 4-Piperidinone O-methyloxime hydrochloride

HRID 2221004Notes

Reaction equation

HRID 2221004 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][C:11](=[N:14][O:15][CH3:16])[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:17].O1CCOCC1>CO>[ClH:17].[CH3:16][O:15][N:14]=[C:11]1[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]1

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 497591414-Methoxyimino-piperidine-1-carboxylic Acid Tert-butyl Ester

Product 1

HCID 148788004-Piperidinone O-methyloxime hydrochloride

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

4-Methoxyimino-piperidine-1-carboxylic acid tert-butyl ester in MeOH (10 mL) was treated with 4.0 M HCl/dioxane (1.0 mL) and stirred at room temperature over night. The solution was concentrated to yield 213 mg of the title compound without further purification. 1H NMR (DMSO, 300 MHz) δ ppm 2.47 (t, 2H, J=6.62 Hz), 2.68 (t, 2H, J=6.07 Hz), 3.17 (m, 4H), 3.77 (s, 3H), 9.08 (bs, 1H).

Workup

  1. concentrationThe solution was concentrated

Sources & evidence

ORD record
ord-35062ca1eeed4801adcf29393e7ce7bf
Source dataset
uspto-grants-2008_05
Patent number
US07368453B2

Reaction notes

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