Nitromethane → 1-Chloro-3-(2-nitroethenyl)benzene

HRID 6393

반응식

HRID 6393 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH:5]=O.C([O-])(=O)C.[NH4+].[N+:15]([CH3:18])([O-:17])=[O:16].[OH-].[K+]>C(O)(=O)C>[Cl:1][C:2]1[CH:3]=[C:4]([CH:5]=[CH:18][N+:15]([O-:17])=[O:16])[CH:7]=[CH:8][CH:9]=1

참가 물질

6

반응물 4

HCID 6375NitromethaneHCID 114773-ChlorobenzaldehydeHCID 14797Potassium HydroxideHCID 517165Ammonium Acetate

생성물 1

HCID 27316461-Chloro-3-(2-nitroethenyl)benzene

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

A mixture of 28.11 g (200 mmol) of 3-chlorobenzaldehyde, 15.4 g of ammonium acetate and 32.5 mL of nitromethane in 230 mL of glacial acetic acid was heated at reflux temperature for 3 h and then poured onto ice. The resultant aqueous mixture was made basic by the addition of 45% aqueous potassium hydroxide. The precipitate was filtered and crystallized from ethyl acetate/hexane to give 5 g of the title compound. The filtrate was concentrated to afford an additional 13.5 g of product.

후처리

  1. temperaturewas heated
  2. temperatureat reflux temperature for 3 h
  3. additionpoured onto ice
  4. filtrationThe precipitate was filtered
  5. customcrystallized from ethyl acetate/hexane

출처 및 근거

ORD 기록
ord-8a9dfc9e6b4442e382afa28c9f122cb5
출처 데이터셋
uspto-grants-1993_09
특허 번호
US05248677

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