(5BETA,17BETA)-17-羟基-17-(甲基-D3)-2'H-雄甾-2-烯并[3,2-C]吡唑-5'(1'H)-酮 → 1-Hydroxy-3-(3-ethyl-1-methylcyclobutyl)-prop-1-en-3-one

HRID 27299

反应方程式

HRID 27299 反应方程式
[H-].[Na+].[CH:3](OC)=[O:4].[CH3:7][C:8]([C:10]1([CH3:16])[CH2:13][CH:12]([CH2:14][CH3:15])[CH2:11]1)=[O:9].CO>CCCCCC.CCOCC>[OH:4][CH:3]=[CH:7][C:8]([C:10]1([CH3:16])[CH2:13][CH:12]([CH2:14][CH3:15])[CH2:11]1)=[O:9]

参与物

7

反应物 4

HCID 887(5BETA,17BETA)-17-羟基-17-(甲基-D3)-2'H-雄甾-2-烯并[3,2-C]吡唑-5'(1'H)-酮HCID 7865甲酸甲酯HCID 24758氢化钠HCID 53858413(1-Methyl-3-ethylcyclobutyl) methyl ketone

产物 1

HCID 705764901-Hydroxy-3-(3-ethyl-1-methylcyclobutyl)-prop-1-en-3-one

试剂、催化剂与溶剂 2

HCID 3283乙醚溶剂3 次HCID 8058正己烷溶剂

实验过程

Sodium hydride (1.25 g of 50% mineral oil dispersion, 50 mmol) was washed with dry hexane and then stirred under an argon atmosphere with 12.5 ml of dry ether. A solution of 5 ml of methyl formate and 2.4 g of (1-methyl-3-ethylcyclobutyl) methyl ketone (prepared in Example 3A) in 5 ml of ether was then added to the reaction mixture along with about 0.5 ml of methanol. As a voluminous precipitate formed, sufficient ether was added to make the reaction mixture more easily stirred. The resultant mixture was stirred for 1 hr and then quenched by the addition of water. The ether phase was separated and extracted three times with 1 M sodium hydroxide. The combined aqueous extraction phases were acidified with concentrated hydrochloric acid and extracted three times with ether. The combined ether extract was evaporated in vacuo. Traces of water were removed by twice addition of benzene which was removed by evaporation in vacuo. The title compound had the following physical characteristics:

后处理

  1. customAs a voluminous precipitate formed
  2. customquenched by the addition of water
  3. customThe ether phase was separated
  4. extractionextracted three times with 1 M sodium hydroxide
  5. extractionextracted three times with ether
  6. extractionThe combined ether extract
  7. customwas evaporated in vacuo
  8. customTraces of water were removed by twice addition of benzene which
  9. customwas removed by evaporation in vacuo

来源与证据

ORD记录
ord-09d28b60d30b4a19968902f263805978
来源数据集
uspto-grants-1980_09
专利号
US04220795

关联笔记

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