ChemicalBook CAS DataBase List N-ACRYLOXYSUCCINIMIDE

N-ACRYLOXYSUCCINIMIDE synthesis

4synthesis methods

Product Name:N-ACRYLOXYSUCCINIMIDE
CAS Number:38862-24-7
Molecular formula:C7H7NO4
Molecular Weight:169.13

6066-82-6 Synthesis

6066-82-6
790 suppliers
$5.00/10g

79-10-7 Synthesis

79-10-7
724 suppliers
$20.16/100 mL

2524-64-3 Synthesis

2524-64-3
397 suppliers
$14.00/5g

38862-24-7
165 suppliers
$8.00/250mg

Yield:-

Reaction Conditions:

in dichloromethane;di-isopropyl ether;water;acetone

Steps:

11 EXAMPLE 11
EXAMPLE 11 0.72 g (0.010 mol) of acrylic acid was initially introduced into 30 ml of acetone and 1.27 g (0.011 mol) of solid N-hydroxysuccinimide were added. The resulting solution was treated with 3.36 g (0.040 mol) of solid sodium hydrogencarbonate and the white suspension thus obtained was stirred at room temperature. A solution of 3.22 g (0.012 mol) of diphenyl chlorophosphate in 10 ml of acetone was then added dropwise and the reaction mixture was stirred at room temperature for 24 hours and at 50° C. for a further 3 hours to complete the reaction, the thickening suspension being diluted with 25 ml of acetone. The diluent was then removed in vacuo and the residue was taken up in 60 ml of dichloromethane. Undissolved solid was filtered and washed twice with 10 ml each of dichloromethane. The combined dichloromethane phases were washed with 40 ml of water and, after phase separation, evaporated in vacuo. 1.53 g of solid crude product were obtained, which was washed by stirring with 15 ml of diisopropyl ether for 3 hours. The white solid which remained was filtered off, washed twice with 3 ml of diisopropyl ether each time and dried in vacuo. 1.1 g (65%) of acrylic acid succinimidyl ester were obtained. M.p.: 63°-68° C.

References:

DSM Chemie Linz GmbH US5734064, 1998, A

FullText

6066-82-6 Synthesis

6066-82-6
790 suppliers
$5.00/10g