Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Phosgene | HCID 6371 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Hydroxyethyl Methacrylate | HCID 13360 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 131735571 | HCID 131735571 | 124% |
Reaction Steps
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%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09339554B2 |
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| Source dataset | uspto-grants-2016_05 |
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| ORD ID | ord-eff01d9fe12e466e811f93991ea4c52d |
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| Source note | uspto-grants-2016_05 |
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