4-Aminocyclohexanecarboxylic acid → Methyl (1r,4r)-4-aminocyclohexane-1-carboxylate hydrochloride

Reaction equation

[NH2:1][CH:2]1[CH2:7][CH2:6][CH:5]([C:8]([OH:10])=[O:9])[CH2:4][CH2:3]1.[ClH:11].[CH3:12]O>>[ClH:11].[NH2:1][CH:2]1[CH2:7][CH2:6][CH:5]([C:8]([O:10][CH3:12])=[O:9])[CH2:4][CH2:3]1

Participants

Reactant 2

HCID 1715604-Aminocyclohexanecarboxylic acid

HCID 21893726Hydrochloride methanol

Product 1

HCID 18521575Methyl (1r,4r)-4-aminocyclohexane-1-carboxylate hydrochloride

Procedure

To 5.109 g (35.680 mM) of 4-aminocyclohexane-carboxylic acid was added 50 ml of 10% HCl/methanol and the mixture was refluxed overnight. The solvent was then distilled off under reduced pressure and the residue was crystallized from methanol-diethyl ether to provide the title compound.

Workup

temperaturethe mixture was refluxed overnight
distillationThe solvent was then distilled off under reduced pressure
customthe residue was crystallized from methanol-diethyl ether

Sources & evidence

ORD record: ord-aeb2297a17b2433a91c3e467c9acd3bb
Source dataset: uspto-grants-2001_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06235731B1

Reaction notes

Loading…