تفاعل #1049534

معادلة التفاعل

potassium phthalimide

2-chloroethyl vinyl ether

dimethylformamide

→

2-vinyloxyethyl phthalimide

المذيبات

water

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةAfter cooling to room temperature
2. 2
   أخرىprecipitates the crude product
3. 3
   ترشيحFiltration and recrystallization from 3×500 ml methanol and 2×500 ml ethyl acetate with charcoal treatment
4. 4
   تجفيفdrying in the last step with magnesium sulphate
5. 5
   أخرىgave 55 g (47% based on potassium phthalimide) of the pure 2-vinyloxyethyl phthalimide as slightly yellowish needles

الإجراء التجريبي

A 1000 ml three-necked flask was charged with potassium phthalimide (100 g, 540 mmol), 2-chloroethyl vinyl ether (100 g, 940 mmol), tetra-n-butylammonium bromide (2 g) and 250 ml dimethylformamide. The reaction mixture was refluxed at 100° C. overnight (approximately 12 hours), with magnetic stirring and under argon atmosphere. After cooling to room temperature, the reaction mixture was poured into 1000 ml of distilled water which precipitates the crude product. Filtration and recrystallization from 3×500 ml methanol and 2×500 ml ethyl acetate with charcoal treatment and drying in the last step with magnesium sulphate gave 55 g (47% based on potassium phthalimide) of the pure 2-vinyloxyethyl phthalimide as slightly yellowish needles. The product was confirmed by 1H NMR (CDCl3) δ (ppm)=3.95 (s,2H+2H+1H), 4.20(d,1H), 6.40(m,1H), 7.70(m,2H), 7.85(m,2H).

المصدر