تفاعل #889

معادلة التفاعل

KBr

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

sodium methoxide

→

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

المذيبات

methanol

methanol

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe yellow brown mixture was refluxed for 1-1.5 hr
2. 2
   أخرىThe solvent was removed by distillation
3. 3
   استخلاصthe mixture was extracted with 100 mL chloroform
4. 4
   استخلاصThe chloroform extract
5. 5
   غسيلwas washed with water
6. 6
   تجفيفdried (Na2SO4)
7. 7
   تركيزconcentrated
8. 8
   أخرىThe residue obtained
9. 9
   أخرىto yield off-white crystalline solid, 6.6 g (78%), mp 153°-154° C

الإجراء التجريبي

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+).

المصدر