تفاعل #1929080

معادلة التفاعل

potassium tert-butoxide

compound

Methyl 1-{[(4′-chloro-4-methylbiphenyl-3-yl)acetyl]amino}-4,4-difluorocyclohexanecarboxylate

hydrogen chloride

→

3-(4′-Chloro-4-methylbiphenyl-3-yl)-8,8-difluoro-4-hydroxy-1-azaspiro[4.5]dec-3-en-2-one

المذيبات

N,N-dimethylacetamide

N,N-dimethylacetamide

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONwas added dropwise until a pH of 2
2. 2
   ترشيحthe precipitate was filtered off with suction
3. 3
   غسيلwashed with water
4. 4
   أخرىFor further purification
5. 5
   استخلاصextracted with 50 ml of 1N aqueous sodium hydroxide solution
6. 6
   ترشيحfiltered off with suction
7. 7
   غسيلwashed with water and, for purification
8. 8
   أخرىsuspended in 25 ml of hot acetonitrile on an ultrasonic bath
9. 9
   ترشيحfiltered off with suction
10. 10
    غسيلwashed
11. 11
    أخرىdried

الإجراء التجريبي

Under argon and at 20 to 30° C., 3.31 g (28.0 mmol) of potassium tert-butoxide in 10 ml of N,N-dimethylacetamide were added to 11.1 g (25.5 mmol) of the compound from Example 6A in 22 ml of N,N-dimethylacetamide. The reaction mixture was stirred at 30° C. for 3 h. The reaction mixture was then added to 250 ml of ice-water, 1N aqueous hydrogen chloride solution was added dropwise until a pH of 2 had been reached and the precipitate was filtered off with suction and washed with water. For further purification, the product was taken up in methylene chloride and extracted with 50 ml of 1N aqueous sodium hydroxide solution, the aqueous phase was acidified with aqueous 1 N hydrochloric acid, filtered off with suction, washed with water and, for purification, suspended in 25 ml of hot acetonitrile on an ultrasonic bath, filtered off with suction, washed and dried. This gave 5.70 g (55% of theory) of the title compound.

المصدر