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Water → 2-(4-Bromo-2-ethyl-benzyl)-isoindole-1,3-dione

HRID 2387080
ノート
印刷プレビュー

反応式

HRID 2387080 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8]Br)=[C:4]([CH2:10][CH3:11])[CH:3]=1.[C:12]1(=[O:22])[NH:16][C:15](=[O:17])[C:14]2=[CH:18][CH:19]=[CH:20][CH:21]=[C:13]12.[K].O>CN(C)C=O>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][N:16]2[C:12](=[O:22])[C:13]3[C:14](=[CH:18][CH:19]=[CH:20][CH:21]=3)[C:15]2=[O:17])=[C:4]([CH2:10][CH3:11])[CH:3]=1
参加物反応条件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 24194345Phthalimide potassium saltHCID 587640754-Bromo-1-(bromomethyl)-2-ethylbenzene

生成物 1

HCID 587642872-(4-Bromo-2-ethyl-benzyl)-isoindole-1,3-dione

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
80 °C

実験手順

To 4-bromo-1-bromomethyl-2-ethyl-benzene (4.0 g, 14.2 mmol) in dimethylformamide (100 mL) at room temperature was added potassium phthalimide (2.9 g, 15.6 mmol), and the solution was heated at 80° C. for 5 h. The solution was cooled to room temperature and poured into water. The aqueous solution was extracted with ethyl acetate. The pooled organics were washed with saturated sodium chloride, dried (Na2SO4), filtered, and concentrated in vacuo to a yellow solid (4.0 g, 82%). 1H NMR (300 MHz, CDCl3): δ ppm 1.27 (t, J=7.54 Hz, 3 H) 2.85 (q, J=7.60 Hz, 2 H) 4.84 (s, 2 H) 7.14-7.18 (m, 1 H) 7.24-7.27 (m, 1 H) 7.34 (d, J=2.07 Hz, 1 H) 7.73 (dd, J=5.46, 3.01 Hz, 2 H) 7.86 (dd, J=5.56, 3.11 Hz, 2 H).

後処理

  1. temperatureThe solution was cooled to room temperature
  2. extractionThe aqueous solution was extracted with ethyl acetate
  3. washThe pooled organics were washed with saturated sodium chloride
  4. dry with materialdried (Na2SO4)
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo to a yellow solid (4.0 g, 82%)

出典と根拠

ORDレコード
ord-bb1807c710244abfb8bacd13278b19ee
出典データセット
uspto-grants-2012_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08268835B2

反応ノート

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