反应 #833549

ord-7be346b8d40a48e3b16b2cdd7e8b52d1

反应方程式

O=C(Br)CBr
Bromoacetylbromide
COc1cc(CO)c([N+](=O)[O-])cc1OC
6-nitroveratrylalcohol
CCN(CC)CC
Et3N
ClCCl
CH2Cl2
COc1cc(COC(=O)CBr)c([N+](=O)[O-])cc1OC
4.5-dimethoxy-2-nitrobenzyl 2-bromoacetate
收率 55.1%

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    洗涤the mixture was washed with HCl (1 M, 2×10 ml), NaHCO3 (sat., 10 ml) and water (10 ml)
  2. 2
    干燥Organic phase was dried over Na2SO4
  3. 3
    其他evaporated
  4. 4
    其他purified by chromatography (Si-gel, CH2Cl2)

实验过程

Bromoacetylbromide (0.19 ml, 2.2 mmol) was slowly added to the solution of 6-nitroveratrylalcohol (0.43 g, 2 mmol), Et3N (0.56 ml, 4 mmol) and DMAP (24 mg, 0.2 mmol) in CHCl3 (5 ml). After stirring at room temperature for five hours, CH2Cl2 (20 ml) was added and the mixture was washed with HCl (1 M, 2×10 ml), NaHCO3 (sat., 10 ml) and water (10 ml). Organic phase was dried over Na2SO4, evaporated and purified by chromatography (Si-gel, CH2Cl2) to yield 4.5-dimethoxy-2-nitrobenzyl 2-bromoacetate (368 mg, 55%).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07393828B2uspto-grants-2008_07