Hydrochloric Acid → 4-amino-N,N-dimethylcyclohexane-1-carboxamide hydrochloride

HRID 1946985Notes

Reaction equation

HRID 1946985 reaction equation
[ClH:1].C(OC(=O)[NH:8][CH:9]1[CH2:14][CH2:13][CH:12]([C:15](=[O:19])[N:16]([CH3:18])[CH3:17])[CH2:11][CH2:10]1)(C)(C)C.C1(C)C=CC=CC=1>O1CCOCC1>[ClH:1].[CH3:17][N:16]([CH3:18])[C:15]([CH:12]1[CH2:13][CH2:14][CH:9]([NH2:8])[CH2:10][CH2:11]1)=[O:19]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 1140TolueneHCID 69309396Tert-butyl{4-[(dimethylamino)carbonyl]cyclohexyl}carbamate

Product 1

HCID 675415424-amino-N,N-dimethylcyclohexane-1-carboxamide hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

HCl (concentrated, 7 mL) was added to a solution of (4-dimethylcarbamoyl-cyclohexyl)-carbamic acid tert-butyl ester (1.5 g) in 1,4-dioxane (20 mL), and the resulting mixture was stirred at RT for 5 h. Toluene was added and the reaction mixture was evaporated under reduced pressure. The oily residue was triturated with EtOAc to give 4-amino-cyclohexanecarboxylic acid dimethylamide hydrochloride salt (0.9 g).

Workup

  1. customthe reaction mixture was evaporated under reduced pressure
  2. customThe oily residue was triturated with EtOAc

Sources & evidence

ORD record
ord-b912331ca7014f85b21ccb6be4a13eab
Source dataset
uspto-grants-2013_03
Patent number
US08399462B2

Reaction notes

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