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Water → 1H-Isoindole-1,3(2H)-dione, 2-(4-bromo-2-fluoro-5-methoxyphenyl)-4,5,6,7-tetrahydro-

HRID 1086662
ノート
印刷プレビュー

反応式

HRID 1086662 の反応式
[Br:1][C:2]1[C:8]([O:9][CH3:10])=[CH:7][C:5]([NH2:6])=[C:4]([F:11])[CH:3]=1.[C:12]1(=O)[O:17][C:15](=[O:16])[C:14]2[CH2:18][CH2:19][CH2:20][CH2:21][C:13]1=2.O>C(O)(=O)C>[Br:1][C:2]1[C:8]([O:9][CH3:10])=[CH:7][C:5]([N:6]2[C:15](=[O:16])[C:14]3[CH2:18][CH2:19][CH2:20][CH2:21][C:13]=3[C:12]2=[O:17])=[C:4]([F:11])[CH:3]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 962WaterHCID 124753,4,5,6-Tetrahydrophthalic anhydrideHCID 133631374-Bromo-2-fluoro-5-methoxyaniline

生成物 1

HCID 1586531H-Isoindole-1,3(2H)-dione, 2-(4-bromo-2-fluoro-5-methoxyphenyl)-4,5,6,7-tetrahydro-収率 33.9%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

4-Bromo-2-fluoro-5-methoxyaniline (1.1 g) and 3,4,5,6-tetrahydrophthalic anhydride (0.8 g) were dissolved in acetic acid (5 ml) and refluxed for 3 hours. The resultant mixture was allowed to cool to room temperature and poured into water, followed by extraction with ether. The ether extract was washed with water, dried over anhydrous sodium sulfate and subjected to filtration. The filtrate was concentrated under reduced pressure and the residue was purified by silica gel chromatography to obtain 0.6 g of N-(4-bromo-2-fluoro-5-methoxyphenyl)-3,4,5,6-tetrahydrophthalimide (Compound No. 12). M.P., 105°-106° C.

後処理

  1. temperaturerefluxed for 3 hours
  2. extractionfollowed by extraction with ether
  3. extractionThe ether extract
  4. washwas washed with water
  5. dry with materialdried over anhydrous sodium sulfate
  6. filtrationsubjected to filtration
  7. concentrationThe filtrate was concentrated under reduced pressure
  8. customthe residue was purified by silica gel chromatography

出典と根拠

ORDレコード
ord-96be05251af3490b8f657c1cf2f6b293
出典データセット
uspto-grants-1991_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05030760

反応ノート

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