Ammonia → cis-2-Amino-1-cyclohexanecarboxamide

HRID 7023Notes

Reaction equation

HRID 7023 reaction equation
C[O:2][C:3]([C@H:5]1[CH2:10][CH2:9][CH2:8][CH2:7][C@H:6]1[NH2:11])=O.[NH3:12]>>[NH2:11][C@@H:6]1[CH2:7][CH2:8][CH2:9][CH2:10][C@@H:5]1[C:3]([NH2:12])=[O:2]

Participants

3

Reactant 2

HCID 222AmmoniaHCID 11008182(1S,2R)-Methyl 2-aminocyclohexanecarboxylate

Product 1

HCID 30069035cis-2-Amino-1-cyclohexanecarboxamide

Procedure

A mixture of (1S,2R)-2-aminocyclohexanecarboxylic acid methyl ester (16.2 mmol) and aqueous ammonia (28%, 50 mL) was stirred at room temperature for 24 h. The reaction mixture was concentrated to dryness in vacuo. The residue was suspended in toluene (200 mL) and reconcentrated to afford (1S,2R)-2-aminocyclohexanecarboxylic acid amide as a white solid. The crude product was used in the next step without purification or characterization.

Workup

  1. concentrationThe reaction mixture was concentrated to dryness in vacuo

Sources & evidence

ORD record
ord-57e931ed8b40432a8e566050afde8884
Source dataset
uspto-grants-2006_08
Patent number
US07084178B2

Reaction notes

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