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

HRID 872451

反应方程式

HRID 872451 反应方程式
[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]

参与物

4

反应物 2

HCID 517165乙酸铵HCID 6176885-(3,4-二氯苯基)糠醛

产物 1

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

试剂、催化剂与溶剂 1

HCID 176醋酸溶剂

反应条件

温度
80 °C

实验过程

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).

后处理

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

来源与证据

ORD记录
ord-e50001cbef4a438ea2de31096b604599
来源数据集
uspto-grants-2015_03
专利号
US08975254B2

关联笔记

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