تفاعل #1254627

معادلة التفاعل

chlorotriphenylmethane

Triethylamine

triethylamine

Trimethylsilyl chloride

3-(4-Imidazolyl)propionic acid

→

desired product

المردود 82.9%

3-(1-Triphenylmethyl-4-imidazolyl)propionic Acid

المردود 82.9%

المذيبات

dichloromethane

MeOH

dichloromethane

acetonitrile

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةthe mixture refluxed for 4 hours
2. 2
   درجة الحرارةrefluxing
3. 3
   درجة الحرارةCooled
4. 4
   workup.STIRRINGthe mixture stirred for 30 minutes
5. 5
   أخرىevaporated to dryness
6. 6
   workup.ADDITIONWater (50 ml) was added to the residue
7. 7
   ترشيحThe precipitate was filtered off
8. 8
   غسيلwashed with diethyl ether
9. 9
   أخرىdried

الإجراء التجريبي

3-(4-Imidazolyl)propionic acid (1.0 g, 7.1 mmol) was suspended in a mixture of dichloromethane (5 ml) and acetonitrile (25 ml). Trimethylsilyl chloride (781 mg, 7.2 nmmol) was added and the mixture refluxed for 4 hours. Triethylamine (1 ml) was added, and refluxing continued for 15 minutes. Cooled, triethylamine (1 ml) added followed by chlorotriphenylmethane (1.99 g, 7.1 mmol) in dichloromethane (10 ml), and the mixture stirred at ambient temperature for 2 hours. MeOH (20 ml) was added, the mixture stirred for 30 minutes, then evaporated to dryness. Water (50 ml) was added to the residue, and the pH adjusted to 8-8.5 with triethylamine. The precipitate was filtered off, washed with diethyl ether, and dried to give the desired product (2.25 g). MS (ESP): 383 (MH+) for C25H22N2O2;

المصدر