Benzyl Bromide → 1-Benzyl-6-methyl-isatoic anhydride

HRID 36041

反応式

HRID 36041 の反応式
[CH3:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[NH:12][C:11](=[O:13])[O:10][C:8](=[O:9])[C:7]=12.[H-].[Na+].[H][H].[CH2:18](Br)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>CN(C=O)C>[CH2:18]([C:7]12[C:2]([CH3:1])=[CH:3][CH:4]=[CH:5][CH:6]1[NH:12][C:11](=[O:13])[O:10][C:8]2=[O:9])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

参加物

6

反応物 4

HCID 7498Benzyl BromideHCID 24758Sodium hydrideHCID 104875225-methyl-2,4-dihydro-1H-3,1-benzoxazine-2,4-dioneHCID 178418361HCID 178418361、化合物

生成物 1

HCID 867464321-Benzyl-6-methyl-isatoic anhydride

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒3 回

反応条件

温度
45 °C

実験手順

A solution of 6-methyl-isatoic anhydride (4.5 gm) in DMF (30 ml) was added dropwise to a stirred suspension of 60% sodium hydride (1.0 gm) in DMF (20 ml) under nitrogen atmosphere. The reaction was then warmed to 45° C. and stirred until hydrogen evolution ceased. It was then cooled and a solution of benzyl bromide (4.4 gm) in DMF (10 ml) was added slowly. Stirring was continued for one hour at room temperature and the solution was then evaporated under reduced pressure at 45° C. The resulting solid was suspended in methylene chloride, the insoluble inorganic solid was removed by filtration and the filtrate was evaporated to give 1-benzyl-6-methyl-isatoic anhydride as a crystalline solid.

後処理

  1. temperatureIt was then cooled
  2. customthe solution was then evaporated under reduced pressure at 45° C
  3. customthe insoluble inorganic solid was removed by filtration
  4. customthe filtrate was evaporated

出典と根拠

ORDレコード
ord-4c452b40dc494b31bb3fc9080edf4bf9
出典データセット
uspto-grants-1995_05
特許番号
US05412104

関連ノート

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