تفاعل #5434

معادلة التفاعل

11beta-(4-Acetylphenyl)-17alpha-hydroxy-17-(3-trimethysilyl-2-propinyl)-14beta-estra-4,9-dien-3-one

tetrabutylammonium fluoride

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title compound

المردود 69.6%

11beta-(4-Acetylphenyl)-17alpha-hydroxy-17-(2-propinyl)14beta-estra-4,9-dien-3-one

المردود 69.6%

المذيبات

tetrahydrofuran

tetrahydrofuran

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONIt is poured on water
2. 2
   استخلاصextracted with ethyl acetate
3. 3
   غسيلThe combined organic phases are washed with water
4. 4
   أخرىdried on sodium sulfate
5. 5
   تركيزconcentrated by evaporation
6. 6
   أخرىThe residue is chromatographed with a mixture of hexane/ethyl acetate on silica gel

الإجراء التجريبي

470 mg of 11beta-(4-Acetylphenyl)-17alpha-hydroxy-17-(3-trimethysilyl-2-propinyl)-14beta-estra-4,9-dien-3-one in 24 ml of tetrahydrofuran is mixed with 2.35 ml of a 1M solution of tetrabutylammonium fluoride in tetrahydrofuran and stirred for 5 minutes at room temperature. It is poured on water and extracted with ethyl acetate. The combined organic phases are washed with water, dried on sodium sulfate and concentrated by evaporation. The residue is chromatographed with a mixture of hexane/ethyl acetate on silica gel. 280 mg of the title compound is isolated as foam.

المصدر