Acetic Anhydride → HCID 23052581, compound

Temperature

-20 °C

Into a 250 ml flask equipped with a magnetic stirbar, thermometer, addition funnel and nitrogen atmosphere was placed 1-(2-hydroxyethyl)-2,2,6,6-tetramethyl-4-piperidinol (10.0 g, 0.499 mole) and 75 ml of methylene chloride. The resulting slurry was cooled to -20° C. and the addition funnel was charged with acetic anhydride (5.1 g, 0.496 mole) and 15 ml of methylene chloride. The anhydride was added dropwise to the diol slurry with no apparent reaction. The mixture was warmed to 15° C. at which temperature the solids began to dissolve. The mixture was stirred at ambient temperature for 2 hours. The mixture was poured into 80 ml of 10% sodium carbonate (aqueous) and stirred for 15 minutes at ambient temperature. The mixture was transferred to a separatory funnel and extracted with 100 ml of methyl t-butyl ether. The ether solution was dried with anhydrous magnesium sulfate and the solvent removed using aspirator and high vacuum systems. The product was a white solid melting at 56°-58° C. This material was used without further purification.

1. customInto a 250 ml flask equipped with a magnetic stirbar
2. additionthermometer, addition funnel
3. temperatureThe mixture was warmed to 15° C. at which temperature the solids
4. dissolutionto dissolve
5. stirringstirred for 15 minutes at ambient temperature
6. customThe mixture was transferred to a separatory funnel
7. extractionextracted with 100 ml of methyl t-butyl ether
8. dry with materialThe ether solution was dried with anhydrous magnesium sulfate
9. customthe solvent removed
10. customThis material was used without further purification

ORD record

ord-9614f22c8ad2497186f5ba02346bab82

Source dataset

uspto-grants-1990_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04925903