Sodium Carbonate → 19-Hydroxy-17beta(1-oxopropoxy)androst-4-en-3-one

HRID 839589

反応式

HRID 839589 の反応式
[O:1]=[C:2]([O:5][C@H:6]1[CH2:11][CH2:10][C@H:9]2[C@H:12]3[C@H:27]([CH2:28][CH2:29][C@:7]12[CH3:8])[C@:20]1([CH2:21][O:22]C(=O)CC)[C:15](=[CH:16][C:17](=[O:30])[CH2:18][CH2:19]1)[CH2:14][CH2:13]3)[CH2:3][CH3:4].C(=O)([O-])[O-].[Na+].[Na+]>CO.O>[OH:22][CH2:21][C@@:20]12[C@@H:27]3[C@H:12]([C@H:9]4[C@@:7]([CH2:29][CH2:28]3)([CH3:8])[C@@H:6]([O:5][C:2](=[O:1])[CH2:3][CH3:4])[CH2:11][CH2:10]4)[CH2:13][CH2:14][C:15]1=[CH:16][C:17](=[O:30])[CH2:18][CH2:19]2

参加物

5

反応物 2

HCID 10340Sodium CarbonateHCID 5434261217beta,19-Bis(1-oxopropoxy)-androst-4-en-3-one

生成物 1

HCID 5422328719-Hydroxy-17beta(1-oxopropoxy)androst-4-en-3-one

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒2 回

実験手順

A solution of 11 g of 17β,19-bis(1-oxopropoxy)androst-4-en-3-one in 2 liters of methanol is treated with 2.5 g of sodium carbonate in 250 ml of water and refluxed for one hour after which the reaction mixture is poured into 10 liters of water, and the solid collected by filtration. The solid is dissolved in methylene chloride, dried over magnesium sulfate, filtered and the solvent removed. The residue is crystallized from acetone-hexane yielding 6 g of 19-hydroxy-17β(1-oxopropoxy)androst-4-en-3-one. M.P. 160°-162° C.

後処理

  1. temperaturerefluxed for one hour after which the reaction mixture
  2. filtrationthe solid collected by filtration
  3. dissolutionThe solid is dissolved in methylene chloride
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. customthe solvent removed
  7. customThe residue is crystallized from acetone-hexane yielding 6 g of 19-hydroxy-17β(1-oxopropoxy)androst-4-en-3-one

出典と根拠

ORDレコード
ord-19bcbfb4312144ff922c626cf674453e
出典データセット
uspto-grants-1978_06
特許番号
US04096254

関連ノート

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