Potassium Acetate → 2-Bromo-6-nitrobenzyl Acetate

HRID 459795

反応式

HRID 459795 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([N+:8]([O-:10])=[O:9])[C:3]=1[CH2:11]Br.[CH3:13][C:14]([O-:16])=[O:15].[K+]>CN(C=O)C>[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([N+:8]([O-:10])=[O:9])[C:3]=1[CH2:11][O:16][C:14](=[O:15])[CH3:13]

参加物

4

反応物 2

HCID 517044Potassium AcetateHCID 150631701-Bromo-2-(bromomethyl)-3-nitrobenzene

生成物 1

HCID 588241222-Bromo-6-nitrobenzyl Acetate

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
70 °C

実験手順

To a solution of 1-bromo-2-bromomethyl-3-nitro-benzene (3.39 g, 11.53 mmol) in DMF (50 nml) was added KOAc (7.6 g, 77.4 mmol). The reaction was heated at 70° C. for an hour. After cooling to room temperature, the mixture was partitioned between water and ethyl acetate. The organic layer was washed with water and brine, and dried over MgSO4 Acetic acid 2-bromo-6-nitro-benzyl ester (3.1 g) was obtained as a brown oil after concentration under vacuum (˜100%). 1H NMR (CDCl3, 300 MHz) δ: 2.06(s, 3H), 5.46 (s, 2H), 7.377(t, J=8.1 Hz), 7.778(dd, J=1.23 Hz, 8.14 Hz), 7.856(dd, J=1.23 Hz, 8.07 Hz).

後処理

  1. temperatureAfter cooling to room temperature
  2. customthe mixture was partitioned between water and ethyl acetate
  3. washThe organic layer was washed with water and brine
  4. dry with materialdried over MgSO4 Acetic acid 2-bromo-6-nitro-benzyl ester (3.1 g)
  5. customwas obtained as a brown oil
  6. concentrationafter concentration under vacuum (˜100%)

出典と根拠

ORDレコード
ord-2b245187379b4f5c91e535abb54e0584
出典データセット
uspto-grants-2007_03
特許番号
US07196087B2

関連ノート

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