3-Nitrobenzaldehyde → Methyl 4-[2-(3-nitrophenyl)vinyl]benzoate

HRID 1160384

반응식

HRID 1160384 반응식
[Br-].[CH3:2][O:3][C:4]([C:6]1[CH:31]=[CH:30][C:9]([CH2:10][P+](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=[CH:8][CH:7]=1)=[O:5].[N+:32]([C:35]1[CH:36]=[C:37]([CH:40]=[CH:41][CH:42]=1)[CH:38]=O)([O-:34])=[O:33].C1CC23[N+](=[N-])C(CCC2)=C3C1>C(#N)C>[N+:32]([C:35]1[CH:36]=[C:37]([CH:38]=[CH:10][C:9]2[CH:8]=[CH:7][C:6]([C:4]([O:3][CH3:2])=[O:5])=[CH:31][CH:30]=2)[CH:40]=[CH:41][CH:42]=1)([O-:34])=[O:33]

참가 물질

5

반응물 3

HCID 74493-NitrobenzaldehydeHCID 2764257[4-(Methoxycarbonyl)benzyl](triphenyl)phosphonium bromideHCID 219219891,5-Diazobicyclo(4.3.0)non-5-ene

생성물 1

HCID 68690726Methyl 4-[2-(3-nitrophenyl)vinyl]benzoate수율 95%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

71.2 g of 4-methoxycarbonylbenzyltriphenylphosphonium bromide and 23 g (0.15 M) of 3-nitrobenzaldehyde are added to 360 ml of acetonitrile in a 1000 ml reactor. 19 ml (0.15 M) of 1,5-diazobicyclo[4.3.0]non-5-ene (DBN) are then added and the reaction medium is then refluxed with stirring for 1 hour. The solvent is then evaporated off and the residue obtained is then purified by chromatography on silica, using dichloromethane as eluent. After evaporation, 41.6 g of a white solid are obtained (yield: 95%).

후처리

  1. temperaturethe reaction medium is then refluxed
  2. customThe solvent is then evaporated off
  3. customthe residue obtained
  4. customis then purified by chromatography on silica
  5. customAfter evaporation, 41.6 g of a white solid
  6. customare obtained (yield: 95%)

출처 및 근거

ORD 기록
ord-db25ae22fe1a45c58be3ca0a56c10117
출처 데이터셋
uspto-grants-2010_10
특허 번호
US07816397B2

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