반응 #2080

반응 방정식

chloromethyl acetate

acetyl chloride

formaldehyde

dehydroepiandrosterone

sodium hydride

sodium hydride

→

desired compound

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

용매

water

THF

반응 조건

후처리

1. 1
   workup.ADDITIONis added
2. 2
   온도the mixture is heated for a few hours
3. 3
   온도After cooling
4. 4
   추출extracted with ethyl acetate
5. 5
   세척The organic phase is then washed with water
6. 6
   기타dried
7. 7
   여과filtered
8. 8
   기타evaporated to dryness

실험 절차

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.

출처