Reaction #956426

Reaction equation

tert-butyl (4-amino-1-methylcyclohexyl)carbamate

ethanol

hydrogen chloride

→

1-methylcyclohexane-1,4-diamine dihydrochloride

Solvents

ethyl acetate

Conditions

Workup

1. 1
   workup.ADDITIONwas added under ice cooling
2. 2
   FiltrationThe precipitated solid was collected by filtration
3. 3
   Washwashed with ethyl acetate

Procedure

To a mixture of tert-butyl (4-amino-1-methylcyclohexyl)carbamate (Preparation Example 399) (3.73 g) and ethanol (30 mL), 4M hydrogen chloride in ethyl acetate (30 mL) was added under ice cooling and stirred at room temperature for 20 hours. The precipitated solid was collected by filtration and washed with ethyl acetate to give 1-methylcyclohexane-1,4-diamine dihydrochloride (2.10 g) as a white solid.

Source