Potassium Hydroxide → 5-methyl-5-[(3S)-3-phenoxypyrrolidin-1-yl]-2,2-diphenylhexanamide

HRID 2387674노트

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HRID 2387674 반응식
[OH-:1].[K+].[CH3:3][C:4]([N:23]1[CH2:27][CH2:26][C@H:25]([O:28][C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[CH2:24]1)([CH3:22])[CH2:5][CH2:6][C:7]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[C:8]#[N:9]>CC(O)(CC)CC>[CH3:22][C:4]([N:23]1[CH2:27][CH2:26][C@H:25]([O:28][C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[CH2:24]1)([CH3:3])[CH2:5][CH2:6][C:7]([C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1)([C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1)[C:8]([NH2:9])=[O:1]

참가 물질

4

반응물 2

HCID 14797Potassium HydroxideHCID 547579545-Methyl-5-[(3S)-3-phenoxypyrrolidin-1-yl]-2,2-diphenylhexanenitrile

생성물 1

HCID 160651355-methyl-5-[(3S)-3-phenoxypyrrolidin-1-yl]-2,2-diphenylhexanamide수율 82%

시약·촉매·용매 1

HCID 64933-methyl-3-Pentanol용매

실험 절차

Potassium hydroxide (5.10 g, 91.98 mmol) was added to a solution of the product of example 1 (1.95 g, 4.60 mmol) in 3-methyl-3-pentanol (40 mL) and the mixture was heated under reflux for 24 hours. The reaction mixture was then cooled to room temperature, concentrated in vacuo and the residue was partitioned between ethyl acetate (70 mL) and water (40 mL). The aqueous layer was separated, extracted with ethyl acetate (50 mL) and the combined organic solution was dried over sodium sulfate and concentrated in vacuo. The residue was then re-crystallised from hexane/ethyl acetate and dried under vacuum for 18 hours to afford the title compound as a white solid in 82% yield, 1.66 g.

후처리

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 24 hours
  3. concentrationconcentrated in vacuo
  4. customthe residue was partitioned between ethyl acetate (70 mL) and water (40 mL)
  5. customThe aqueous layer was separated
  6. extractionextracted with ethyl acetate (50 mL)
  7. dry with materialthe combined organic solution was dried over sodium sulfate
  8. concentrationconcentrated in vacuo
  9. customThe residue was then re-crystallised from hexane/ethyl acetate
  10. customdried under vacuum for 18 hours

출처 및 근거

ORD 기록
ord-1e0a9272cf494045840ccbaf329ce35a
출처 데이터셋
uspto-grants-2012_09
특허 번호
US08268881B2

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