1,4-Dioxane hydrochloride → Methyl 4-hydroxy-3-methyl-piperidine-3-carboxylate hydrochloride

HRID 712200Notes

Reaction equation

HRID 712200 reaction equation
[OH:1][CH:2]1[CH2:7][CH2:6][N:5](C(OC(C)(C)C)=O)[CH2:4][C:3]1([CH3:19])[C:15]([O:17][CH3:18])=[O:16].[ClH:20].O1CCOCC1>O1CCOCC1>[ClH:20].[OH:1][CH:2]1[CH2:7][CH2:6][NH:5][CH2:4][C:3]1([CH3:19])[C:15]([O:17][CH3:18])=[O:16]

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 66977046O1-tert-butyl O3-methyl 4-hydroxy-3-methyl-piperidine-1,3-dicarboxylate

Product 1

HCID 66976939Methyl 4-hydroxy-3-methyl-piperidine-3-carboxylate hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To an ice-cold solution of O1-tert-butyl O3-methyl 4-hydroxy-3-methyl-piperidine-1,3-dicarboxylate (0.5 g, 1.83 mmol) in 1,4-dioxane (10 mL) was added HCl-dioxane (4 M, 5 mL) solution. The resulting mixture was stirred at rt for 30 min. After reaction completion (by TLC), solvent was evaporated to obtain the desired product as a solid (0.4 g). MS: 174.13 [M+H]+.

Workup

  1. customAfter reaction completion (by TLC), solvent
  2. customwas evaporated

Sources & evidence

ORD record
ord-82594ae13a7b4179935a6c988c819223
Source dataset
uspto-grants-2015_11
Patent number
US09181234B2

Reaction notes

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