تفاعل #65000

معادلة التفاعل

hydrochloric acid

4-amino-4' chloro-benzophenone

water

ethyl acetate

water

→

orange oil

المردود 75.6%

4-(4'-chlorophenylmethyl)-aniline

المردود 75.6%

المذيبات

toluene

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةwas heated to reflux
2. 2
   أخرىThe layers were separated
3. 3
   استخلاصthe aqueous phase was extracted with 50 ml of ethyl acetate
4. 4
   غسيلThe combined organics were washed twice with 100 ml of water and 50 ml of brine
5. 5
   تجفيفdried over MgSO4
6. 6
   ترشيحfiltered
7. 7
   أخرىevaporated

الإجراء التجريبي

A suspension of 4.27 g (18.4 mmols) of 4-amino-4' chloro-benzophenone and 8.54 g of zinc amalgam in 80 ml of toluene containing 4 ml of water was heated to reflux. 1 ml of concentrated hydrochloric acid were added over 90 minutes. After 22 hours, the mixture was allowed to cool to room temperature and 100 ml of ethyl acetate and 2×100 ml of water were added. The layers were separated and the aqueous phase was extracted with 50 ml of ethyl acetate. The combined organics were washed twice with 100 ml of water and 50 ml of brine, dried over MgSO4, filtered and evaporated to obtain 3.03 g of orange oil. Flash chromatography (20-35% ethyl acetate/pet ether eluent) yielded the above mentioned product as an orange liquid 915 mg (24.6% yield). 1H nmr (CDCl3) δ3.58 (2H, br s) , 3.82 (2H, s), 6.62 (2H, d), 6.94 (2H, d), 7.08 (2H, d), 7.22 (2H, d)

المصدر