Benzyl Bromide → 3-Benzyl-1-(4-nitrophenyl)-3-azabicyclo[3.1.1]heptane-2,4-dione

HRID 35080

反応式

HRID 35080 の反応式
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]23[CH2:16][CH:14]([CH2:15]2)[C:13](=[O:17])[NH:12][C:11]3=[O:18])=[CH:6][CH:5]=1)([O-:3])=[O:2].[H-].[Na+].[CH2:21](Br)[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>CN(C)C=O>[CH2:21]([N:12]1[C:13](=[O:17])[CH:14]2[CH2:15][C:10]([C:7]3[CH:6]=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:9][CH:8]=3)([CH2:16]2)[C:11]1=[O:18])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

参加物

5

反応物 3

HCID 7498Benzyl BromideHCID 24758Sodium hydrideHCID 148726291-(4-Nitrophenyl)-3-azabicyclo[3.1.1]heptane-2,4-dione

生成物 1

HCID 148726333-Benzyl-1-(4-nitrophenyl)-3-azabicyclo[3.1.1]heptane-2,4-dione

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

4.92 g of 1-(4-nitrophenyl)-3-azabicyclo[3.1.1]heptane-2,4-dione are dissolved in 70 ml of dimethylformamide and, under a nitrogen atmosphere, 1.2 g of sodium hydride (pract. Fluka) are added. After stirring for 30 minutes at room temperature, the mixture is cooled to 0°, and a solution of 4.5 g of benzyl bromide in 10 ml of dimethylformamide is added dropwise thereto. After the addition is complete, the mixture is stirred at room temperature for 4 hours. The excess sodium hydride is destroyed by the addition of methanol, and concentration by evaporation is effected in vacuo. The residue is taken up in ethyl acetate and washed with water and aqueous sodium chloride solution. After drying over magnesium sulphate, the mixture is filtered and concentrated by evaporation. Melting point 150°-152° (from ether).

後処理

  1. temperaturethe mixture is cooled to 0°
  2. additionAfter the addition
  3. stirringthe mixture is stirred at room temperature for 4 hours
  4. customThe excess sodium hydride is destroyed by the addition of methanol, and concentration by evaporation
  5. washwashed with water and aqueous sodium chloride solution
  6. dry with materialAfter drying over magnesium sulphate
  7. filtrationthe mixture is filtered
  8. concentrationconcentrated by evaporation

出典と根拠

ORDレコード
ord-c7da1d78a12a40c8a926c822e55f791f
出典データセット
uspto-grants-1988_08
特許番号
US04764640

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