Potassium Acetate → 2-Bromo-6-nitrobenzyl Acetate

HRID 459795

반응식

HRID 459795 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

HCID 588241222-Bromo-6-nitrobenzyl Acetate

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
70 °C

실험 절차

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).

후처리

  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%)

출처 및 근거

ORD 기록
ord-2b245187379b4f5c91e535abb54e0584
출처 데이터셋
uspto-grants-2007_03
특허 번호
US07196087B2

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