反応 #2080

反応方程式

chloromethyl acetate

acetyl chloride

formaldehyde

dehydroepiandrosterone

sodium hydride

sodium hydride

→

desired compound

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

溶媒

water

THF

反応条件

後処理

1. 1
   workup.ADDITIONis added
2. 2
   温度the mixture is heated for a few hours
3. 3
   温度After cooling
4. 4
   抽出extracted with ethyl acetate
5. 5
   洗浄The organic phase is then washed with water
6. 6
   その他dried
7. 7
   ろ過filtered
8. 8
   その他evaporated to dryness

実験手順

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.

出典