Hydrochloric Acid → Methyl 4-methylpiperidine-4-carboxylate hydrochloride

HRID 1841972Notes

Reaction equation

HRID 1841972 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][C:11]([CH3:17])([C:14]([OH:16])=[O:15])[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:18].[CH3:19]O>>[ClH:18].[CH3:19][O:16][C:14]([C:11]1([CH3:17])[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]1)=[O:15]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 232828481-[(Tert-butoxy)carbonyl]-4-methylpiperidine-4-carboxylic acid

Product 1

HCID 56773794Methyl 4-methylpiperidine-4-carboxylate hydrochloride

Procedure

To a stirred solution of 4-methyl-piperidine-1,4-dicarboxylic acid mono-tert-butyl ester (1.00 g, 4.10 mmol) in MeOH (2 mL) is added HCl (5 ml, 4 M in dioxane). After 18 h, the mixture is evaporated to dryness, the residue is dissolved in MeOH (3 mL), and the stirred solution is treated with Et2O (45 ml). The resulting solid is filtered and dried to give the title compound.

Workup

  1. customthe mixture is evaporated to dryness
  2. dissolutionthe residue is dissolved in MeOH (3 mL)
  3. additionthe stirred solution is treated with Et2O (45 ml)
  4. filtrationThe resulting solid is filtered
  5. customdried

Sources & evidence

ORD record
ord-b6418eab5117486b93060a13a91ce257
Source dataset
uspto-grants-2015_02
Patent number
US08946203B2

Reaction notes

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