Benzyl succinimido carbonate → Benzyl (3-hydroxy-2,2-dimethylpropyl)carbamate

HRID 1695021노트

반응식

HRID 1695021 반응식
[CH2:1]([O:8][C:9]([O:11]N1C(=O)CCC1=O)=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:19][CH2:20][C:21]([CH3:25])([CH3:24])[CH2:22][OH:23]>O1CCCC1>[CH2:1]([O:8][C:9]([NH:19][CH2:20][C:21]([CH3:25])([CH3:24])[CH2:22][OH:23])=[O:11])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

4

반응물 2

HCID 83172Benzyl succinimido carbonateHCID 1173261-Propanol, 3-amino-2,2-dimethyl-

생성물 1

HCID 23078902Benzyl (3-hydroxy-2,2-dimethylpropyl)carbamate수율 93%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

50.0 g of N-(benzyloxycarbonyloxy)succinimide (200 mmol) was added to a solution of 13.8 g of 3-amino-2,2-dimethylpropanol (134 mmol) in tetrahydrofuran (140 ml), and the mixture was stirred at room temperature for 18 hours. The reaction mixture was concentrated under reduced pressure and diluted with water, followed by extraction with ethyl acetate. Then, the organic layer was dried over anhydrous magnesium sulfate. After filtration, the solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (elution solvent: toluene/ethyl acetate=9/1-3/1) to obtain 29.52 g of the title compound (yield: 93%).

후처리

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. additiondiluted with water
  3. extractionfollowed by extraction with ethyl acetate
  4. dry with materialThen, the organic layer was dried over anhydrous magnesium sulfate
  5. filtrationAfter filtration
  6. customthe solvent was evaporated under reduced pressure
  7. customthe residue was purified by silica gel column chromatography (elution solvent: toluene/ethyl acetate=9/1-3/1)

출처 및 근거

ORD 기록
ord-8506c4b74ee74188b6960bf8675d9e6e
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08158790B2

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