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Diisobutylaluminum hydride → 3-(4-{2-[4-(Methylsulfonyl)phenyl]ethoxy}phenyl)-2-(phenylthio)propan-1-ol

HRID 987134
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HRID 987134 반응식
[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([CH2:11][CH2:12][O:13][C:14]2[CH:19]=[CH:18][C:17]([CH2:20][CH:21]([S:27][C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)[C:22](OCC)=[O:23])=[CH:16][CH:15]=2)=[CH:7][CH:6]=1)(=[O:4])=[O:3].CC(C[AlH]CC(C)C)C>ClCCl>[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([CH2:11][CH2:12][O:13][C:14]2[CH:19]=[CH:18][C:17]([CH2:20][CH:21]([S:27][C:28]3[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=3)[CH2:22][OH:23])=[CH:16][CH:15]=2)=[CH:7][CH:6]=1)(=[O:4])=[O:3]
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참가 물질

4

반응물 2

HCID 14487Diisobutylaluminum hydrideHCID 17930323Ethyl 3-(4-{2-[4-(methylsulfonyl)phenyl]ethoxy} phenyl)-2-(phenylthio)propanoate

생성물 1

HCID 229884623-(4-{2-[4-(Methylsulfonyl)phenyl]ethoxy}phenyl)-2-(phenylthio)propan-1-ol

시약·촉매·용매 1

HCID 6344Dichloromethane용매

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온도
-78 °C

실험 절차

Ethyl 3-(4-{2-[4-(methylsulfonyl)phenyl]ethoxy} phenyl)-2-(phenylthio)propanoate (0.58 g, 1.20 mmole) was dissolved in dry dichloromethane (15 ml). The solution was cooled to −78° C. and DIBAL-H (1M hexan solution, 3.0 ml, 3.0 mmole) was added. The cooling agent was removed after 20 min. After 2 h the reaction mixture was cooled on an ice-bath before the addition of HCl (1M, 15 ml). The mixture was extracted with dicloromethane, the organic phase was washed twice with water (15 ml) and dried with NaSO4. Evaporation gave 0.554 g, ˜100%; of the desired product as a colorless oil.

후처리

  1. customThe cooling agent was removed after 20 min
  2. temperatureAfter 2 h the reaction mixture was cooled on an ice-bath before the addition of HCl (1M, 15 ml)
  3. extractionThe mixture was extracted with dicloromethane
  4. washthe organic phase was washed twice with water (15 ml)
  5. dry with materialdried with NaSO4
  6. customEvaporation
  7. customgave 0.554 g, ˜100%

출처 및 근거

ORD 기록
ord-cb944b0f351045aaa8549de4cf744d73
출처 데이터셋
uspto-grants-2003_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06630509B2

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