Hydrogen Peroxide → HCID 86738327、化合物

HRID 2059307ノート

反応式

HRID 2059307 の反応式
[CH2:1]([C@@:4]12[C@@H:21]3[C@H:12]([C@H:13]4[C@@:17]([CH2:19][CH2:20]3)([CH3:18])[C:16](=[O:22])[CH2:15][CH2:14]4)[CH2:11][CH2:10][C:9]1=[CH:8][C:7](=[O:23])[CH2:6][CH2:5]2)[C:2]#[CH:3].[OH:24]O.[OH-].[Na+]>CO.O.[Cl-].[Na+].O>[O:24]1[C@:9]23[C@:4]([CH2:1][C:2]#[CH:3])([CH2:5][CH2:6][C:7](=[O:23])[CH:8]12)[C@@H:21]1[C@H:12]([C@H:13]2[C@@:17]([CH2:19][CH2:20]1)([CH3:18])[C:16](=[O:22])[CH2:15][CH2:14]2)[CH2:11][CH2:10]3

参加物

7

反応物 3

HCID 784Hydrogen PeroxideHCID 14798Sodium HydroxideHCID 9904788Plomestane

生成物 1

HCID 86738327HCID 86738327、化合物

試薬・触媒・溶媒 3

HCID 887Methanol溶媒HCID 962Water溶媒HCID 57417360Sodium chloride; water溶媒

反応条件

温度
25 °C

実験手順

To a solution of 650 mg of 10-(2-propynyl)estr-4-ene-3,17-dione in 5 ml of methanol at 15° C. is added 0.6 ml of 30% hydrogen peroxide. A solution of 46 mg of sodium hydroxide in 0.4 ml of water is then added dropwise. After 1 hour at 15° C., the solution is stirred for 2 hours at 25° C. before it is poured into brine. The aqueous mixture is then extracted with ether and the ether solution is dried and concentrated. The residual material obtained is recrystallized from methanol to give 4,5β-epoxy-10-(2-propynyl)estrane-3,17-dione. This epoxide is added to 5 ml of acetic acid containing 0.1 ml of concentrated sulfuric acid and the mixture is stirred at 25° C. for 4 hours before it is poured into ice. The solid which forms is separated by filtration and recrystallized from ethyl acetate to give 4-hydroxy-10-(2-propynyl)estr-4-ene-3,17-dione. This compound has the following structural formula ##STR15##

後処理

  1. extractionThe aqueous mixture is then extracted with ether
  2. dry with materialthe ether solution is dried
  3. concentrationconcentrated
  4. customThe residual material obtained
  5. customis recrystallized from methanol

出典と根拠

ORDレコード
ord-acd94ca6956647bfb79e71b2d167a837
出典データセット
uspto-grants-1982_03
特許番号
US04322416

反応ノート

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