Benzyl Bromide → 5-Benzyloxyadamantan-2-one

HRID 1515351노트

반응식

HRID 1515351 반응식
[O:1]=[C:2]1[CH:9]2[CH2:10][C:5]3([OH:12])[CH2:6][CH:7]([CH2:11][CH:3]1[CH2:4]3)[CH2:8]2.[H-].[Na+].[CH2:15](Br)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>CN(C)C=O.[Cl-].[NH4+]>[CH2:15]([O:12][C:5]12[CH2:4][CH:3]3[CH2:11][CH:7]([CH2:8][CH:9]([C:2]3=[O:1])[CH2:10]1)[CH2:6]2)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

참가 물질

6

반응물 3

HCID 7498Benzyl BromideHCID 24758Sodium hydrideHCID 64184Idramantone

생성물 1

HCID 670177735-Benzyloxyadamantan-2-one

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 25517Ammonium Chloride용매

실험 절차

To a solution of 4-oxoadamantan-1-ol (5.0 g) in N,N-dimethylformamide (50 ml), sodium hydride (60%, 1.4 g) and benzyl bromide (3.9 ml) were added under ice cooling. The reaction mixture was then warmed to room temperature and stirred for 1 hour. The reaction mixture was diluted with saturated aqueous ammonium chloride under ice cooling and extracted with ethyl acetate. The extracted organic layer was washed with brine, dried over anhydrous magnesium sulfate and then filtered to remove the desiccant, followed by distilling off the solvent under reduced pressure to give 5-benzyloxyadamantan-2-one (8g) as a colorless oil.

후처리

  1. extractionextracted with ethyl acetate
  2. washThe extracted organic layer was washed with brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. customto remove the desiccant
  6. distillationby distilling off the solvent under reduced pressure

출처 및 근거

ORD 기록
ord-3041555438694178a5c7fcd3df3613d0
출처 데이터셋
uspto-grants-2012_07
특허 번호
US08222417B2

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