تفاعل #64181

معادلة التفاعل

phenylacetyl chloride

benzene

aniline

benzene

→

phenylacetanilide

المردود 65.6%

المذيبات

water

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONAfter addition
2. 2
   درجة الحرارةto warm to room temperature
3. 3
   workup.STIRRINGstirred for 3 hrs
4. 4
   استخلاصwas extracted with 3×100 mL ethyl acetate
5. 5
   غسيلwashed sequentially with 100 mL portions of 5% aqueous hydrochloric acid, water, saturated sodium carbonate and water
6. 6
   أخرىThe organic layer was dried
7. 7
   ترشيحfiltered
8. 8
   أخرىsolvent was removed from the filtrate

الإجراء التجريبي

A mixture of 5.84 g (37.81 mmol) phenylacetyl chloride and 50 mL benzene was stirred at 0° C. A solution of 3.52 g (2.0 equivs.) aniline and 50 mL benzene was added dropwise. After addition was complete, the mixture was allowed to warm to room temperature and stirred for 3 hrs. The mixture was poured into 100 mL water and was extracted with 3×100 mL ethyl acetate. The organic layers were combined and washed sequentially with 100 mL portions of 5% aqueous hydrochloric acid, water, saturated sodium carbonate and water. The organic layer was dried, filtered and solvent was removed from the filtrate to provide 5.24 g (24.80 mmol, 65%) phenylacetanilide as a tan solid, mp=114°-116° C. NMR (CDCl3 /TMS): 3.73 (s, 2H), 7.08 (t, 1H), 7.18 (bs, 1H), 7.25-7.43 (m, 9H). Mass spectrum

المصدر