苯甲醛 → Benzylidene-(3-bromo-1-propylamine)

HRID 555331笔记

反应方程式

HRID 555331 反应方程式
[Br:1][CH2:2][CH2:3][CH2:4][NH2:5].C(N(CC)CC)C.[CH:13](=O)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.S([O-])([O-])(=O)=O.[Mg+2]>C(Cl)(Cl)Cl>[CH:13](=[N:5][CH2:4][CH2:3][CH2:2][Br:1])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

参与物

6

反应物 4

HCID 240苯甲醛HCID 8471三乙胺HCID 24083Sulfuric acid magnesium salt (1:1)HCID 787023-溴丙胺

产物 1

HCID 11053338Benzylidene-(3-bromo-1-propylamine)收率 100%

试剂、催化剂与溶剂 1

HCID 6212三氯甲烷溶剂

实验过程

The hydrobromide salt of 3-bromopropylamine (5.364 g, 24.50 mmol) was treated with triethylamine (4 mL) in CHCl3 (100 mL) and allowed to stir at room temperature for 5 min. Benzaldehyde (2.000 g, 18.85 mmol) and magnesium sulfate (6.000 g) were added and the reaction mixture was allowed to stir at room temperature for 16 h. The reaction mixture was filtered and the filter pad was washed with CHCl3 (50 mL). The filtrate was washed with water (3×50 mL), sat NaCl (50 mL), dried over sodium sulfate, and concentrated to provide a yellow oil (4.262 g, 100%). IR (film) 1645, 754, and 693 cm−1; 1H NMR (CDCl3) δ 8.34 (s, 1 H), 7.76 (m, 2 H), 7.44 (m, 3 H), 3.78 (dt, J=6.3 Hz and 1.3 Hz, 2 H), 3.52 (t, J=6.5 Hz, 2 H), 2.31 (pent, J=6.4 Hz, 2 H); ESIMS m/z (rel intensity) 226/228 (MH+, 100/91). Anal. (C10H12BrN) C, H, N.

后处理

  1. stirringto stir at room temperature for 16 h
  2. filtrationThe reaction mixture was filtered
  3. washthe filter pad was washed with CHCl3 (50 mL)
  4. washThe filtrate was washed with water (3×50 mL)
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated

来源与证据

ORD记录
ord-435a8c90322a4f258b73afa2dc933d4b
来源数据集
uspto-grants-2011_11
专利号
US08053443B2

反应笔记

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