تفاعل #53515

معادلة التفاعل

2-amino-3-nitrophenol

(S)-(+)-glycidyl 3-nitrobenzenesulfonate

K2CO3

→

title product

المردود 84.3%

2-Amino-3-nitro-1-((2S)-2,3-epoxypropoxy)benzene

المردود 84.3%

المذيبات

acetone

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةthe mixture is refluxed for 18 hours
2. 2
   ترشيحFiltration
3. 3
   أخرىthe solvent is evaporated under reduced pressure
4. 4
   أخرىthe crude product is purified by flash chromatography, elution
5. 5
   أخرىThe solid product obtained
6. 6
   أخرىis triturated in ethyl ether

الإجراء التجريبي

5 g (0.032 mol) of 2-amino-3-nitrophenol, 8 g (0.032 mol) of (S)-(+)-glycidyl 3-nitrobenzenesulfonate and 8.9 g of K2CO3 are mixed in 80 ml of acetone and the mixture is refluxed for 18 hours. Filtration is carried out, the solvent is evaporated under reduced pressure and the crude product is purified by flash chromatography, elution being carried out with a 7/3 cyclohexane/ethyl acetate mixture. The solid product obtained is triturated in ethyl ether and 5.67 g of the title product are obtained. M.p.: 107-109°. αD+28.1 (c=0.5%, MeOH).

المصدر