Formaldehyde → HCID 86746128, compound

This example demonstrates a second procedure for forming the bis-acrylate compounds employed in the present invention. This example is specifically directed to the preparation of the ethyl bis-acrylate. Ethyl acrylate (5.0 g; 50 mmol), paraformaldehyde (1.5 g; 50 mmol) and DABCO (0.56 g; 5 mmmol) were added to a heavy-walled glass ampule. The tube was cooled in a dry ice-acetone bath and then sealed while cold. The reaction was then carried out with the tube submerged in an oil bath at 80° C. The reaction mixture, which was agitated with a small magnetic stir bar, became homogeneous after several hours. After 25 hours, the tube was opened and the slightly cloudy contents were crudely fractionated by chromatography on a silica gel column (5×8 cm) with 20% ethyl acetate in hexane as eluant. Upon evaporation, an 82% yield of the diethyl bis-acrylate was obtained with a purity of greater than 95%. This process is advantageous in that side reaction products are minimized, the reaction time is significantly reduced and the reaction yield is significantly increased as compared with the process described in Example 1.

1. temperatureThe tube was cooled in a dry ice-acetone bath
2. customsealed while cold
3. customsubmerged in an oil bath at 80° C
4. waitbecame homogeneous after several hours
5. customUpon evaporation

ORD record

ord-c89c7743426342619207b094282470b3

Source dataset

uspto-grants-1992_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05145374