تفاعل #46038

معادلة التفاعل

trityl chloride

diisopropylethylamine

11-mercaptoundecanoic acid

→

2

المردود 97.0%

11-Tritylsulfanyl-undecanoic Acid

المردود 97.0%

المذيبات

toluene

ظروف التفاعل

المعالجة

1. 1
   أخرىThe solution was evaporated
2. 2
   أخرىthe product separated between dichloromethane and water
3. 3
   غسيلThe organic phase was washed with water (2×100 mL)
4. 4
   تجفيفdried (MgSO4)
5. 5
   ترشيحfiltered
6. 6
   تركيزconcentrated

الإجراء التجريبي

To a solution of trityl chloride (4.6 g, 17 mmol) and diisopropylethylamine (DIEA, 4.2 g, 33 mmol) in toluene (50 mL) was added 11-mercaptoundecanoic acid, 1 (6.0 g, 14 mmol), and the solution was stirred at room temperature for 3 h. The solution was evaporated, and the product separated between dichloromethane and water. The organic phase was washed with water (2×100 mL), dried (MgSO4), filtered, and concentrated to yield crude 2 (6.3 g, 13.6 mmol, 97%). 1H NMR (CDCl3, 500 MHz): δ1.14-1.42 (br m, 14H), 1.59-1.68 (br t, 2H), 2.06-2.09 (br m, 2H), 2.36-2.40 (t, 2H), 7.19-7.23 (m, 6H), 7.26-7.29 (m, 9H).

المصدر