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Diisobutylaluminum hydride → HCID 18788499, 화합물

HRID 1106584
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HRID 1106584 반응식
[F:1][C:2]1[CH:3]=[C:4]([C:9]2[C:10](=[O:24])[CH2:11][CH2:12][C:13]=2[C:14]2[CH:19]=[CH:18][C:17]([S:20]([CH3:23])(=[O:22])=[O:21])=[CH:16][CH:15]=2)[CH:5]=[C:6]([F:8])[CH:7]=1.CC(C[AlH]CC(C)C)C>C1COCC1>[F:1][C:2]1[CH:3]=[C:4]([C:9]2[CH:10]([OH:24])[CH2:11][CH2:12][C:13]=2[C:14]2[CH:19]=[CH:18][C:17]([S:20]([CH3:23])(=[O:22])=[O:21])=[CH:16][CH:15]=2)[CH:5]=[C:6]([F:8])[CH:7]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 14487Diisobutylaluminum hydrideHCID 9798392L-776967

생성물 1

HCID 18788499HCID 18788499, 화합물수율 91.7%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
0 °C

실험 절차

To a -78° C. solution of 2-(3,5-Difluorophenyl)-3-(4-(methylsulfonyl)phenyl)-2-cyclopenten-1-one (98 mg, 0.28 mmol) in THF (5 mL) was added DIBAL (1.5M toluene solution, 0.4 mL, 0.6 mmol). The solution was warmed to 0° C. and stirred 15 min, then cooled to -78° C. and quenched with 0.5 mL acetone. The solution was warmed and poured into 1M sodium potassium tartrate. The mixture was extracted with EtOAc, washed with brine, and dried over MgSO4. Crystallization from ether/hexanes provided the title compound (90 mg).

후처리

  1. temperaturecooled to -78° C.
  2. customquenched with 0.5 mL acetone
  3. temperatureThe solution was warmed
  4. additionpoured into 1M sodium potassium tartrate
  5. extractionThe mixture was extracted with EtOAc
  6. washwashed with brine
  7. dry with materialdried over MgSO4
  8. customCrystallization from ether/hexanes

출처 및 근거

ORD 기록
ord-f091128f97194360be9ba50f9f3fb785
출처 데이터셋
uspto-grants-2000_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06057319

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