Nitroethane → 1-Chloro-2-nitro-4-[(1E)-2-nitro-1-propen-1-yl]benzene

HRID 2382610노트

반응식

HRID 2382610 반응식
[N+:1]([C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][C:11]=1[Cl:12])[CH:7]=O)([O-:3])=[O:2].C([O-])(=O)C.[NH4+].[N+:18]([CH2:21][CH3:22])([O-:20])=[O:19]>C(Cl)Cl>[Cl:12][C:11]1[CH:10]=[CH:9][C:6](/[CH:7]=[C:21](/[N+:18]([O-:20])=[O:19])\[CH3:22])=[CH:5][C:4]=1[N+:1]([O-:3])=[O:2]

참가 물질

5

반응물 3

HCID 6587NitroethaneHCID 855054-Chloro-3-nitrobenzaldehydeHCID 517165Ammonium Acetate

생성물 1

HCID 137762661-Chloro-2-nitro-4-[(1E)-2-nitro-1-propen-1-yl]benzene

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
80 °C

실험 절차

A stirred mixture of 3-Nitro-4-chlorobenzaldehyde (10 g, 53.89 mmol), ammonium acetate (1.39 g, 18 mmol) and nitroethane (31.3 ml, 432 mmol) is heated at reflux (80° C.) overnight. After cooling to room temperature the reaction mixture is concentrated if vacuo to give a solid which is dissolved in DCM (200 ml) and washed with water (3×200 ml), followed by brine (200 ml). The organic portion is dried over MgSO4, filtered and concentrated in vacuo to afford the title compound as an orange solid.

후처리

  1. temperatureis heated
  2. temperatureAfter cooling to room temperature the reaction mixture
  3. concentrationis concentrated if vacuo
  4. customto give a solid which
  5. washwashed with water (3×200 ml)
  6. dry with materialThe organic portion is dried over MgSO4
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-d01c4645e48d4893b364a106fc13dade
출처 데이터셋
uspto-grants-2012_09
특허 번호
US08263585B2

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