تفاعل #347806

معادلة التفاعل

1-Chloroethyl 4-acryloyloxybutyl carbonate

potassium acrylate

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title product

المردود 89.4%

1-Acryloyloxyethyl 4-Acryloyloxybutyl Carbonate

المردود 89.4%

المذيبات

dimethylformamide

ظروف التفاعل

المعالجة

1. 1
   أخرىas described in Preparation 10
2. 2
   أخرىAfter 5 days at 20° C. the solvent is removed under reduced pressure
3. 3
   workup.DISSOLUTIONthe residue dissolved
4. 4
   workup.ADDITIONby adding dichloromethane (60 ml) and water (30 ml)
5. 5
   أخرىAfter separating the phases the aqueous layer
6. 6
   استخلاصis extracted with dichloromethane (3×30 ml)
7. 7
   غسيلthe combined organic phase washed with saturated aqueous sodium hydrogen carbonate (50 ml)
8. 8
   تجفيفThe organic phase is dried (MgSO4)
9. 9
   أخرىthe solvent removed under reduced pressure

الإجراء التجريبي

1-Chloroethyl 4-acryloyloxybutyl carbonate (1.253 g, 5.00 mmol) prepared as described in Preparation 10 is added to a suspension of freeze dried potassium acrylate (0.606 g, 5.50 mmol) and 18-crown-6 (0.066 g, 0.25 mmol) in dimethylformamide (50 ml) under a dry N2 atmosphere. After 5 days at 20° C. the solvent is removed under reduced pressure and the residue dissolved by adding dichloromethane (60 ml) and water (30 ml). After separating the phases the aqueous layer is extracted with dichloromethane (3×30 ml) and the combined organic phase washed with saturated aqueous sodium hydrogen carbonate (50 ml). The organic phase is dried (MgSO4) and the solvent removed under reduced pressure to give 1.28 g (89%) of the title product. 1H NMR (60 MHz, CDCl3): δ 1.58 (3 H, d, J=5 Hz, CH3 --CH), 1.80 (4 H, m, CH2 --CH2), 4.24 (4 H, m, 2×CH2 --O), 5.7-6.7 (6 H, m, 2×CH=CH2), 6.87 (1 H, k, J=5 Hz, CH--CH3).

المصدر