Ammonium Acetate → (E)-1-(5-(3,4-dichlorophenyl)furan-2-yl)prop-1-en-2-amine

HRID 872451

反応式

HRID 872451 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[O:15][C:12]([CH:13]=O)=[CH:11][CH:10]=2)[CH:5]=[CH:6][C:7]=1[Cl:8].[C:16]([O-])(=O)[CH3:17].[NH4+:20]>C(O)(=O)C>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[O:15][C:12](/[CH:13]=[C:16](/[NH2:20])\[CH3:17])=[CH:11][CH:10]=2)[CH:5]=[CH:6][C:7]=1[Cl:8]

参加物

4

反応物 2

HCID 517165Ammonium AcetateHCID 6176885-(3,4-Dichlorophenyl)-2-furaldehyde

生成物 1

HCID 70655963(E)-1-(5-(3,4-dichlorophenyl)furan-2-yl)prop-1-en-2-amine収率 102.9%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

反応条件

温度
80 °C

実験手順

To a stirred solution of 5-(3,4-dichlorophenyl)furfural (1.21 g, 5.0 mmol) in acetic acid (15 ml) was added nitroatehane (0.720 ml, 10.0 mmol) and ammonium acetate (1.16 g, 15.0 mmol). The mixture was stirred at 80° C. overnight. The reaction mixture was poured to ice water. The resulting precipitate was filtered, washed with water and dried under vacuum to obtain 1.38 g (93%) of the title compound. 1H-NMR (400 MHz; d6-DMSO): δ 2.62 (s, 3H), 7.37 (d, 1H), 7.46 (d, 1H), 7.79 (m, 2H), 7.98 (s, 1H), 8.09 (d, 1H).

後処理

  1. filtrationThe resulting precipitate was filtered
  2. washwashed with water
  3. customdried under vacuum

出典と根拠

ORDレコード
ord-e50001cbef4a438ea2de31096b604599
出典データセット
uspto-grants-2015_03
特許番号
US08975254B2

関連ノート

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