Phosgene → HCID 131735571, compound

Temperature

0 °C

A solution of hydroxyethyl methacrylate (HEMA, 1.3 g, 10 mmol) and triethyl amine (1.1 g, 11 mmol) in 10 mL of chloroform was added dropwise to a stirred solution of phosgene (20% solution in toluene, 15.6 ml, 30 mmol) in 15 mL of chloroform at 0° C. The mixture was stirred for 1 hour at 0° C. and subsequently put under 50 mbar pressure to remove the excess of phosgene. After 30 min, the mixture was further concentrated under reduced pressure using a rotavap. The product was dissolved in 25 mL of THF and filtered to remove solid Et3N.HCl. The THF was evaporated under reduced pressure and the residue was purified by Kugelrohr-distillation (90° C., 0.6 mmHg) affording the HEMA-chloroformate as a colourless oil (1.3 g, 67%).

1. customto remove the excess of phosgene
2. waitAfter 30 min
3. concentrationthe mixture was further concentrated under reduced pressure
4. dissolutionThe product was dissolved in 25 mL of THF
5. filtrationfiltered
6. customto remove solid Et3N.HCl
7. customThe THF was evaporated under reduced pressure
8. distillationthe residue was purified by Kugelrohr-distillation (90° C., 0.6 mmHg)

ORD record

ord-eff01d9fe12e466e811f93991ea4c52d

Source dataset

uspto-grants-2016_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09339554B2