Hydrogen Peroxide → HCID 86738327, 화합물

HRID 2059307노트

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HRID 2059307 반응식
[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

참가 물질

7

반응물 3

HCID 784Hydrogen PeroxideHCID 14798Sodium HydroxideHCID 9904788Plomestane

생성물 1

HCID 86738327HCID 86738327, 화합물

시약·촉매·용매 3

HCID 887Methanol용매HCID 962Water용매HCID 57417360Sodium chloride; water용매

반응 조건

온도
25 °C

실험 절차

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##

후처리

  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

출처 및 근거

ORD 기록
ord-acd94ca6956647bfb79e71b2d167a837
출처 데이터셋
uspto-grants-1982_03
특허 번호
US04322416

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