epsilon-CAPROLACTONE → 5299-61-6

To a well-stirred reaction vessel equipped with a thermometer and a pH electrode were added 34.3 g of 6-hexanolactone, 20 g of water, and 48 g of a 25 wt % aqueous NaOH solution. The reaction mixture was stirred for 30 min while cooling down slowly. The sodium 6-hydroxyhexanoate solution formed was cooled to 4° C. and to this solution 130 mg of N-methylmorpholine was added. Then, 34 g of isopropyl chloroformate was added in 2 min. The reaction mixture was stirred for 90 min at 10° C. Chloroformate level in the organic layer was low and mixed anhydride was formed according to analysis by FT-IR. To this reaction mixture, 6.5 g of a 70 wt % aqueous H2O2 Solution was added with stirring and the temperature was kept at 10° C. for 120 min. The pH was kept at 6-7 by addition of 3 g of a 25 wt % aqueous NaOH solution. The white solid formed was filtered and washed with 300 g of cold water. Vacuum drying of the solid resulted in 29 g of di(6-hydroxyhexanoyl)peroxide with an active content of 86% in a yield of 68%.

1. customTo a well-stirred reaction vessel
2. customequipped with a thermometer
3. temperaturewhile cooling down slowly

ORD record

ord-f82f1b67d2f84ddcb956bb912de7d1fe

Source dataset

uspto-grants-2003_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06610880B1