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3,3-Diphenylpiperidin-2-one → HCID 4341835, 화합물

HRID 1667087
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HRID 1667087 반응식
[C:1]1([C:7]2([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[CH2:12][CH2:11][CH2:10][NH:9][C:8]2=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>CCOCC>[C:1]1([C:7]2([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[CH2:12][CH2:11][CH2:10][NH:9][CH2:8]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1
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참가 물질

4

반응물 2

HCID 3211653,3-Diphenylpiperidin-2-oneHCID 21226445Aluminium lithium hydride

생성물 1

HCID 4341835HCID 4341835, 화합물

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

In a 500 mL flask containing 3,3-diphenylpiperidin-2-one (3.77 g, 15 mmol; Example 68C) as a suspension in ether (300 mL) was added lithium aluminum hydride (2.0 Min tetrahydrofuran, 15 mL, 30 mmol) slowly via syringe under nitrogen. The reaction was refluxed overnight, cooled to room temperature, and then carefully quenched by the slow addition of 1 N NaOH (60 mL). The reaction was diluted with ethyl acetate (200 mL) and filtered through a pad or diatomaceous earth. The organic phase was separated, concentrated, and the residue was purified over silica gel eluting with 95:5 dichloromethane/methanol to give the title compound. MS (DCI+) m/z 238 (M+H)+.

후처리

  1. temperatureThe reaction was refluxed overnight
  2. customcarefully quenched by the slow addition of 1 N NaOH (60 mL)
  3. additionThe reaction was diluted with ethyl acetate (200 mL)
  4. filtrationfiltered through a pad or diatomaceous earth
  5. customThe organic phase was separated
  6. concentrationconcentrated
  7. customthe residue was purified over silica gel eluting with 95:5 dichloromethane/methanol

출처 및 근거

ORD 기록
ord-47e5b4a80f86482cb9f3e27d60caedf1
출처 데이터셋
uspto-grants-2011_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08044069B2

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