反应 #889

反应方程式

KBr

1,2-dibromo-1,2-di(4-bromobenzoyl) ethane

sodium methoxide

→

1,2-Bis(4-bromobenzoyl)-1-methoxyethane

溶剂

methanol

methanol

反应条件

后处理

1. 1
   温度The yellow brown mixture was refluxed for 1-1.5 hr
2. 2
   其他The solvent was removed by distillation
3. 3
   萃取the mixture was extracted with 100 mL chloroform
4. 4
   萃取The chloroform extract
5. 5
   洗涤was washed with water
6. 6
   干燥dried (Na2SO4)
7. 7
   浓缩concentrated
8. 8
   其他The residue obtained
9. 9
   其他to yield off-white crystalline solid, 6.6 g (78%), mp 153°-154° C

实验过程

To a solution of 1,2-dibromo-1,2-di(4-bromobenzoyl) ethane (11.1 g, 0.02 mole) in 150 mL dry methanol was added a solution of sodium methoxide in methanol (0.92 g sodium in 50 mL methanol). The yellow brown mixture was refluxed for 1-1.5 hr. The solvent was removed by distillation, the residue was suspended in water and the mixture was extracted with 100 mL chloroform. The chloroform extract was washed with water, dried (Na2SO4) and concentrated. The residue obtained was titrated with dry methanol-ether (3:1) to yield off-white crystalline solid, 6.6 g (78%), mp 153°-154° C. IR (KBr): 3106, 3062, 2932, 1689, 1649, 1583, 1556, 1403, 1223, 1202, 1182, 1086, 1010, 1000, 857, 814, 738, 618, 472 cm-1. 1H (DMSO-d6 /40° C.): 7.95 (d, 2H, J=7.8), 7.77 (4H, J=8.8), 7.72 (d, 2H, J=7.8), 6.89 (s, 1H), 4.03 (s, 3H). 13C (DMSO-d6 /40° C.): 189.9, 187.2, 168.8, 139.9, 135.9, 133.1, 132.2, 131.8, 130.3, 128.1, 127.4, 98.6, 58.5. MS m/e 424 (M+).

来源