Reaction #1929076

Reaction equation

hydrogen chloride

potassium tert-butoxide

compound

Methyl 1-{[(5-bromo-2-methylphenyl)acetyl]amino}cyclohexanecarboxylate

water

→

3-(5-Bromo-2-methylphenyl)-4-hydroxy-1-azaspiro[4.5]dec-3-en-2-one

Solvents

N,N-dimethylformamide

Conditions

Workup

1. 1
   TemperatureAfter cooling
2. 2
   FiltrationThe precipitate was filtered off with suction
3. 3
   Washwashed with water
4. 4
   Otherdried

Procedure

1.71 g (15.2 mmol) of potassium tert-butoxide were added to 2.80 g (7.60 mmol) of the compound from Example 12A in 15 ml of N,N-dimethylformamide. The reaction mixture was heated at 80° C. for 15 minutes. After cooling, water was added and aqueous hydrogen chloride solution was added dropwise. The precipitate was filtered off with suction, washed with water and dried. This gave 2.33 g (90% of theory) of the title compound.

Source