Dimethylformamide → 3-Benzyloxy-1-propanol

HRID 1635941

反応式

HRID 1635941 の反応式
[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

参加物

5

反応物 4

HCID 6228Dimethylformamide2 回HCID 7498Benzyl BromideHCID 24758Sodium hydrideHCID 134919Propanediol

生成物 1

HCID 3479713-Benzyloxy-1-propanol収率 68%

反応条件

温度
0 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-c06db74bf3084d2a948e9e67425bf0e3
出典データセット
uspto-grants-2003_01
特許番号
US06511978B1

関連ノート

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