Реакция #1809542

Уравнение реакции

6,6-dichloro-2-(5-methoxyhept-1-yl)bicyclo[3.2.0]heptan-7-one

potassium hydroxide

diazomethane

N-methyl-N-nitroso-p-toluene sulfonamide

7,7-dichloro-4-(5-methoxyheptyl)bicyclo[3.2.0]heptan-6-one

→

crude product

6,6-Dichloro-2-(5-methoxyhept-1-yl)bicyclo[3.3.0]octan-7-one

Растворители

ether

ethanol

acetic acid

Условия реакции

Обработка

1. 1
   Другоеto react for 50 minutes
2. 2
   Другоеto destroy any remaining diazomethane
3. 3
   ЭкстракцияThe solution is extracted with ether
4. 4
   Сушкаdried over anhydrous sodium sulfate

Методика

The starting material, 6,6-dichloro-2-(5-methoxyhept-1-yl)bicyclo[3.2.0]heptan-7-one {7,7-dichloro-4-(5-methoxyheptyl)bicyclo[3.2.0]heptan-6-one} (5 g), is dissolved in 100 ml of ether and transferred to a 500 ml, round-bottomed flask. An excess of diazomethane is generated in situ by reacting N-methyl-N-nitroso-p-toluene sulfonamide (60 g) with potassium hydroxide in ethanol. The diaxomethane is allowed to react for 50 minutes, after which time acetic acid is added to destroy any remaining diazomethane. The solution is extracted with ether and dried over anhydrous sodium sulfate and yields the crude product as an orange oil.

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