Dimethylformamide → 3-Benzyloxy-1-propanol

HRID 1635941

반응식

HRID 1635941 반응식
[CH:1]([OH:5])(O)[CH2:2][CH3:3].[H-].[Na+].[CH2:8](Br)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.CN(C)C=[O:19]>>[CH2:8]([O:19][CH2:3][CH2:2][CH2:1][OH:5])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

참가 물질

5

반응물 4

HCID 6228Dimethylformamide2회HCID 7498Benzyl BromideHCID 24758Sodium hydrideHCID 134919Propanediol

생성물 1

HCID 3479713-Benzyloxy-1-propanol수율 68%

반응 조건

온도
0 °C

실험 절차

38.05 g(0.50 mol) of propandiol was dissolved in 400 ml of dimethylformamide and cooled to 0° C. 20.0 g(0.5 mol) of 60% sodium hydride dispersed in mineral oil was added slowly. After the mixture was stirred for 10 minutes, 51.31 g(0.30 mol) of benzylbromide dissolved in 100 ml of dimethylformamide was added slowly. After stirring for one hour at room temperature, dimethylformamide was removed under reduced pressure, 500 ml of ethylacetate was added, and the organic layer was washed with saturated sodium chloride solution (200 ml×3). The organic layer was dried over anhydrous magnesium sulfate and concentrated. The residue was subjected to column chromatography to give 33.80 g(0.203 mol, Yield 68%) of the title compound.

후처리

  1. additionwas added slowly
  2. additionwas added slowly
  3. stirringAfter stirring for one hour at room temperature
  4. customdimethylformamide was removed under reduced pressure, 500 ml of ethylacetate
  5. additionwas added
  6. washthe organic layer was washed with saturated sodium chloride solution (200 ml×3)
  7. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  8. concentrationconcentrated

출처 및 근거

ORD 기록
ord-c06db74bf3084d2a948e9e67425bf0e3
출처 데이터셋
uspto-grants-2003_01
특허 번호
US06511978B1

연결된 노트

불러오는 중…