Benzene → Methyl 4-[(1Z)-2-nitropenta-1-enyl]benzoate

HRID 351348

반응식

HRID 351348 반응식
C(N)CCC.[CH:6]([C:8]1[CH:17]=[CH:16][C:11]([C:12]([O:14][CH3:15])=[O:13])=[CH:10][CH:9]=1)=O.C1C=CC=CC=1.[N+:24]([CH2:27][CH2:28][CH2:29][CH3:30])([O-:26])=[O:25]>C(O)(=O)C.O>[N+:24](/[C:27](/[CH2:28][CH2:29][CH3:30])=[CH:6]\[C:8]1[CH:17]=[CH:16][C:11]([C:12]([O:14][CH3:15])=[O:13])=[CH:10][CH:9]=1)([O-:26])=[O:25]

참가 물질

7

반응물 4

HCID 241BenzeneHCID 8007ButylamineHCID 123021-NitrobutaneHCID 15294Methyl 4-Formylbenzoate

생성물 1

HCID 58807290Methyl 4-[(1Z)-2-nitropenta-1-enyl]benzoate수율 46.7%

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 962Water용매

반응 조건

온도
110 °C

실험 절차

n-Butylamine (8.31 ml, 84.1 mmol) and methyl 4-formylbenzoate (10.6 g, 64.7 mmol) was heated with reflux benzene (50 ml) in a Dean-Stark trap until a theoretical amount of water was recovered. The solvent was evaporated under reduced pressure. To the residue were added glacial acetic acid (30 ml) and nitrobutane (10.0 g, 97.0 mmol), and the mixture was stirred at 110° C. for 4 hrs. and allowed to cool to room temperature. The insoluble materials were filtered off and dried to give the title compound (7.53 g) as a pale-yellow powder.

후처리

  1. customwas recovered
  2. customThe solvent was evaporated under reduced pressure
  3. temperatureto cool to room temperature
  4. filtrationThe insoluble materials were filtered off
  5. customdried

출처 및 근거

ORD 기록
ord-55c2bf59c9ae48ebafa26b9b38aadab3
출처 데이터셋
uspto-grants-2007_02
특허 번호
US07183415B2

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