反应 #1869213

反应方程式

methanol

2-(2,4-dimethoxyphenyl)-N-methylacetamide

BBr3

→

2-(4-hydroxy-2-methoxyphenyl)-N-methylacetamide

subtitled compound

2-(2-Hydroxy-4-methoxyphenyl)-N-methylacetamide

溶剂

CH2Cl2

CH2Cl2

反应条件

后处理

1. 1
   workup.ADDITIONAfter addition
2. 2
   其他were removed in vacuo
3. 3
   workup.DISSOLUTIONThe residue was dissolved in ethyl acetate
4. 4
   洗涤washed successively with aqueous NaHCO3 and H2O
5. 5
   干燥The organic layer was dried over Na2SO4
6. 6
   过滤filtered
7. 7
   浓缩concentrated
8. 8
   其他The residue was purified by silica gel flash chromatography (0-5% methanol in dichloromethane)

实验过程

To a solution of 2-(2,4-dimethoxyphenyl)-N-methylacetamide (445 mg, 2.12 mmol) in CH2Cl2 (10 mL) was slowly added 1M BBr3 solution in CH2Cl2 (6.4 mL, 6.4 mmol). After addition was completed, the reaction mixture was stirred at 0° C. for 2.5 h, methanol (2 mL) was added and after 15 min the volatiles were removed in vacuo. The residue was dissolved in ethyl acetate, washed successively with aqueous NaHCO3 and H2O. The organic layer was dried over Na2SO4, filtered and concentrated. The residue was purified by silica gel flash chromatography (0-5% methanol in dichloromethane) to give the subtitled compound (16 mg) along with 2-(4-hydroxy-2-methoxyphenyl)-N-methylacetamide (30 mg).

来源