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Aluminium lithium hydride → HCID 22504181, 화합물

HRID 1814290
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HRID 1814290 반응식
[CH3:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]=1[CH2:12][C:13](=[O:15])[CH3:14].[H-].[H-].[H-].[H-].[Li+].[Al+3]>CCOCC>[CH3:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]=1[CH2:12][CH:13]([OH:15])[CH3:14]
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참가 물질

4

반응물 2

HCID 21226445Aluminium lithium hydrideHCID 22504114HCID 22504114, 화합물

생성물 1

HCID 22504181HCID 22504181, 화합물

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

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온도
-78 °C

실험 절차

1-(2-Methyl-naphthalen-1-yl)-propan-2-one (1.14 g, 5.76 mmol) was dissolved in Et2O (30 mL) in an argon-purged, round-bottom flask. The mixture was chilled to −78° C. and LiAlH4 (438 mg, 11.52 mmol) was added. The reaction was stirred at −78° C. for five minutes and then at room temperature for twenty minutes. TLC analysis (silica, 20% EtOAc-hexanes) indicated the reaction was complete. The reaction was chilled again to −78° C. and was carefully quenched with saturated aqueous KHSO4 (˜2 mL). The mixture was warmed to room temperature, diluted with H2O, and extracted three times with EtOAc. The organic extracts were combined, washed with brine solution, dried over Na2SO4, filtered through celite, and concentrated to give 1-(2-methyl-naphthalen-1-yl)-propan-2-ol in quantitative yield. MS (APCI) m/z 200.2 (M−H).

후처리

  1. custompurged
  2. waitat room temperature for twenty minutes
  3. temperatureThe reaction was chilled again to −78° C.
  4. customwas carefully quenched with saturated aqueous KHSO4 (˜2 mL)
  5. temperatureThe mixture was warmed to room temperature
  6. additiondiluted with H2O
  7. extractionextracted three times with EtOAc
  8. washwashed with brine solution
  9. dry with materialdried over Na2SO4
  10. filtrationfiltered through celite
  11. concentrationconcentrated

출처 및 근거

ORD 기록
ord-b066ec970db140c69c3a37b0f58bbb1f
출처 데이터셋
uspto-grants-2005_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06875765B2

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