تفاعل #2080

معادلة التفاعل

chloromethyl acetate

acetyl chloride

formaldehyde

dehydroepiandrosterone

sodium hydride

sodium hydride

→

desired compound

3β-hydroxymethoxy-5-androsten-17-one acetate

المذيبات

water

THF

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONis added
2. 2
   درجة الحرارةthe mixture is heated for a few hours
3. 3
   درجة الحرارةAfter cooling
4. 4
   استخلاصextracted with ethyl acetate
5. 5
   غسيلThe organic phase is then washed with water
6. 6
   أخرىdried
7. 7
   ترشيحfiltered
8. 8
   أخرىevaporated to dryness

الإجراء التجريبي

To a solution of dehydroepiandrosterone (2.88 g, 10 mmol) in THF (100 mL) is added sodium hydride (11 mmol, 60% in oil) at room temperature under an argon atmosphere. When all the sodium hydride has reacted, chloromethyl acetate (prepared from acetyl chloride and formaldehyde (or derivative) using ZnCl2 as catalyst) is added and the mixture is heated for a few hours. After cooling, the mixture is poured into water and extracted with ethyl acetate. The organic phase is then washed with water, dried, filtered and evaporated to dryness to give the desired compound.

المصدر