Sodium hydride → 11beta-[4-[2-[2-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]ethoxy]ethoxy]phenyl]estra-4,9-diene-3,17-dione

HRID 1358882노트

반응식

HRID 1358882 반응식
Br[CH2:2][CH2:3][O:4][CH2:5][CH2:6][O:7][Si:8]([C:11]([CH3:14])([CH3:13])[CH3:12])([CH3:10])[CH3:9].[OH:15][C:16]1[CH:21]=[CH:20][C:19]([C@H:22]2[CH2:39][C@@:37]3([CH3:38])[C@@H:33]([CH2:34][CH2:35][C:36]3=[O:40])[C@H:32]3[C:23]2=[C:24]2[C:29]([CH2:30][CH2:31]3)=[CH:28][C:27](=[O:41])[CH2:26][CH2:25]2)=[CH:18][CH:17]=1.[H-].[Na+].[Cl-].[NH4+]>CN(C)C=O>[CH3:12][C:11]([Si:8]([CH3:10])([CH3:9])[O:7][CH2:6][CH2:5][O:4][CH2:3][CH2:2][O:15][C:16]1[CH:17]=[CH:18][C:19]([C@H:22]2[CH2:39][C@@:37]3([CH3:38])[C@@H:33]([CH2:34][CH2:35][C:36]3=[O:40])[C@H:32]3[C:23]2=[C:24]2[C:29]([CH2:30][CH2:31]3)=[CH:28][C:27](=[O:41])[CH2:26][CH2:25]2)=[CH:20][CH:21]=1)([CH3:14])[CH3:13]

참가 물질

6

반응물 4

HCID 24758Sodium hydrideHCID 25517Ammonium ChlorideHCID 1535193211beta-(4-Hydroxyphenyl)4,9-estra-diene-3,17-dioneHCID 18185637(2-(2-Bromoethoxy)ethoxy)(tert-butyl)dimethylsilane

생성물 1

HCID 7001786611beta-[4-[2-[2-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]ethoxy]ethoxy]phenyl]estra-4,9-diene-3,17-dione수율 70.9%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

412 mg of the product obtained in Stage B in solution in 2 cm3 of dimethylformamide is added to 362 mg of a mixture containing 362 mg of 11beta-(4-hydroxyphenyl)4,9-estra-diene-3,17-dione, 4 cm3 of dimethylformamide and 55 mg of sodium hydride. Agitation is carried out for 3 hours at ambient temperature, an aqueous solution of ammonium chloride is added, followed by extraction with ethyl acetate, washing with salt water, drying and evaporating the solvent. After chromatography on silica (eluant: ethyl acetate-essence G 6-4), 400 mg of expected product is obtained.

후처리

  1. extractionfollowed by extraction with ethyl acetate
  2. washwashing with salt water
  3. customdrying
  4. customevaporating the solvent

출처 및 근거

ORD 기록
ord-c8a6c5c2c6aa43678891bb1284b295a3
출처 데이터셋
uspto-grants-2003_07
특허 번호
US06596885B2

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