Reaction #7120

Reaction equation

cis-2-Aminocyclohexanecarboxylic acid methyl ester

ammonium hydroxide

→

cis-2-aminocyclohexanecarboxylic acid amide

Solvents

toluene

Conditions

Workup

1. 1
   ConcentrationThe reaction was concentrated to dryness in vacuo
2. 2
   Otherazeotroped with toluene (50 mL)
3. 3
   OtherThe crude product, cis-2-aminocyclohexanecarboxylic acid amide, was used in the next reaction without purification

Procedure

cis-2-Aminocyclohexanecarboxylic acid methyl ester (2.20 g, 14.0 mmol) was treated with aqueous ammonium hydroxide (40 mL) in toluene (40 mL) and stirred vigorously at room temperature for 16 h. The reaction was concentrated to dryness in vacuo and azeotroped with toluene (50 mL). The crude product, cis-2-aminocyclohexanecarboxylic acid amide, was used in the next reaction without purification: 1H NMR (400 MHz, DMSO-d6) δ 7.78 (2 H, s br), 7.67 (s, 1 H), 7.25 (s, 1 H), 1.87 (m, 2 H), 1.60 (m, 4 H), 1.41 (m, 4 H).

Source