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

HRID 351348

反応式

HRID 351348 の反応式
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]

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 962Water溶媒

反応条件

温度
110 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-55c2bf59c9ae48ebafa26b9b38aadab3
出典データセット
uspto-grants-2007_02
特許番号
US07183415B2

関連ノート

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