反应 #1597039

ord-fa614144e6ae40728899606b97906da2

反应方程式

BrCc1ccccc1
benzyl bromide
O=Cc1ncc[nH]1
imidazolecarboxaldehyde
O=C([O-])[O-].[Na+].[Na+]
sodium carbonate
O=Cc1cn(Cc2ccccc2)cn1
oil
收率 58.9%
O=Cc1cn(Cc2ccccc2)cn1
1-Benzyl-1H-imidazole-4-carbaldehyde
收率 58.9%

溶剂

反应条件

温度
100°CELSIUS
详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他The reaction mixture was partitioned between EtOAc and water
  2. 2
    萃取the aqueous layer was extracted with EtOAc
  3. 3
    干燥dried with MgSO4
  4. 4
    过滤filtered
  5. 5
    浓缩concentrated

实验过程

To a solution of imidazolecarboxaldehyde (1.0 g, 10.4 mmol) in DMF (10 mL) was added sodium carbonate (2.2 g, 20.8 mmol). The mixture was then treated with a solution of benzyl bromide (1.77 g, 10.4 mmol) in DMF (5 mL) dropwise and stirred for 1 h at 100° C. The reaction mixture was partitioned between EtOAc and water, and the aqueous layer was extracted with EtOAc. The organic layers were combined, dried with MgSO4, filtered, and concentrated to yield a dark brown oil (1.14 g). (m/z): [M+H]+calcd for C11H10N2O 187.21; found, 187.3. 1H NMR (d6-DMSO, 400 MHz) δ (ppm): 9.67 (s, 1H), 8.22, 8.08, 7.96, 7.90 (4 sets of singlets, total 2H), 7.30-7.24 (m, 5H), 5.49 (s, 1H), 5.25 (s, 1H).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08211894B2uspto-grants-2012_07