تفاعل #956291

معادلة التفاعل

Water

Trichloroacetonitrile

KOAc

allyl cyanoacetate

→

desired product

allyl 3-amino-4,4,4-trichloro-2-cyanobut-2-enoate

المذيبات

isopropanol

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةmaintaining temperature below 15° C
2. 2
   درجة الحرارةto warm to 20° C.

الإجراء التجريبي

To a solution of KOAc (589.4 g, 6.006 mol) in isopropanol (3 L) was added allyl cyanoacetate (429.4 g, 403.2 mL, 3.432 mol) and the reaction mixture was cooled to 5° C. Trichloroacetonitrile (495.5 g, 3.432 mol) was added in 50 mL portions, maintaining temperature below 15° C. The reaction mixture was then allowed to warm to 20° C. and stirred for 3 h. Water (˜4 L) was added to dissolve the inorganic materials and precipitate out the desired product. The mixture was stirred for 20 minutes and the solid was isolated by filtration under vacuum. This solid was filtered, washed with water (2×0.5 L) and dried in a vacuum oven overnight at 40° C. to afford allyl 3-amino-4,4,4-trichloro-2-cyanobut-2-enoate 2 as an off-white powder (787 g, 85%). 1H NMR (500 MHz, CDCl3) δ 10.17 (br s, 1H), 6.97 (m, 1H), 5.99 (m, 1H), 5.44 (m, 1H), 5.31 (m, 1H), 4.76 (m, 2H).

المصدر