Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Phosgene | HCID 6371 | — |
| Reactant | 2-Hydroxyethyl Methacrylate | HCID 13360 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86736268 | HCID 86736268 | 90% |
Reaction Steps
750 g (6 mols + 25%) of phosgene and 2 liters of dry, ethanol-free methylene chloride were placed in a 10 liter reactor, cooled to -30° C. A solution of 6 mols (780 g) of hydroxyethyl methacrylate and 6 mols (480 g) of pyridine in 1 liter of methylene chloride was added to this mixture over a period of 1 hour 30 minutes, the temperature being kept at between -10° and -15° C. After two hours of stirring at -10° C., the excess phosgene was removed by degassing with nitrogen. After removing the pyridine hydrochloride by filtration, the solution was rapidly washed with 2 liters of ice-cold water. The organic phase was decanted, dried over magnesium sulphate and concentrated under reduced pressure; 1,040 g of ethyl methacrylate chloroformate were thus obtained in a yield of 90%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04137253 |
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| Source dataset | uspto-grants-1979_01 |
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| ORD ID | ord-a99149fe1f1a4a6da1dae15a23b6b76d |
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| Source note | uspto-grants-1979_01 |
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