epsilon-CAPROLACTONE → HCID 21932391, compound

Temperature

60 °C

This example illustrates the synthesis of PEG-caprolactone conjugates capped by acrylation. 90 g of the PEG-caprolactone synthesized in Example 9 were added to a 1000 ml three-neck flask. 900 mL of anhydrous toluene were added, and 150 ml of the toluene were distilled off at 110° C. to remove water. The solution was cooled to 60° C. and 8.5 mls of triethylamine were added, followed by 4.8 ml of acryloyl chloride, dropwise from a pipet. After 15 minutes, the reaction mixture was precipitated in hexane. The hexane precipitate was recovered on a medium Buchner funnel and dissolved in THF (tetrahydrofuran) at 40° C. on a water bath. The THF solution was then passed through 90 gm of alumina, prewetted with THF, on a Buchner funnel. The collected filtrate was evaporated to dryness on a rotary evaporator and placed under vacuum overnight. Yield was about 65 gm.

1. customconjugates capped by acrylation
2. distillation150 ml of the toluene were distilled off at 110° C.
3. customto remove water
4. addition8.5 mls of triethylamine were added
5. customthe reaction mixture was precipitated in hexane
6. customThe hexane precipitate was recovered on a medium Buchner funnel
7. dissolutiondissolved in THF (tetrahydrofuran) at 40° C. on a water bath
8. customThe collected filtrate was evaporated to dryness on a rotary evaporator
9. customplaced under vacuum overnight

ORD record

ord-6d86eb3f5025453fbd0782c9ebd560f6

Source dataset

uspto-grants-1999_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05879688