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

HRID 36041

반응식

HRID 36041 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

HCID 867464321-Benzyl-6-methyl-isatoic anhydride

시약·촉매·용매 1

HCID 6228Dimethylformamide용매3회

반응 조건

온도
45 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-4c452b40dc494b31bb3fc9080edf4bf9
출처 데이터셋
uspto-grants-1995_05
특허 번호
US05412104

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