Hydrochloric Acid → 3-Piperidinemethanol, 3-methyl-, hydrochloride (1:1)

HRID 1867365Notes

Reaction equation

HRID 1867365 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH2:11][C:10]([CH2:15][OH:16])([CH3:14])[CH2:9]1)=O)(C)(C)C.[ClH:17]>C(Cl)Cl.O1CCOCC1>[ClH:17].[CH3:14][C:10]1([CH2:15][OH:16])[CH2:11][CH2:12][CH2:13][NH:8][CH2:9]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 22258928Tert-butyl 3-(hydroxymethyl)-3-methylpiperidine-1-carboxylate

Product 1

HCID 684330873-Piperidinemethanol, 3-methyl-, hydrochloride (1:1)

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of 0.20 g (0.87 mmol) of (rac)-3-hydroxymethyl-3-methyl-piperidine-1-carboxylic acid tert-butyl ester was dissolved in 5 ml of CH2Cl2, treated at 0° C. with a solution of HCl in dioxane (2.18 ml, 4 M in dioxane) and stirred for 2 h at RT. The reaction was then concentrated to dryness and re-evaporated with toluene to afford the title product (0.17 g, quant.) as white solid. MS: 130.1 (MH+)

Workup

  1. concentrationThe reaction was then concentrated to dryness
  2. customre-evaporated with toluene

Sources & evidence

ORD record
ord-850160bb1ca74e98838a710884bce769
Source dataset
uspto-grants-2009_12
Patent number
US07632829B2

Reaction notes

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