Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Glycidol | HCID 11164 | — |
| Reactant | Phenyl chloroformate | HCID 15891 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 57776962 | HCID 57776962 | 95% |
Reaction Steps
A three-necked round bottom flask, equipped with a reflux condenser, an addition funnel, and a nitrogen gas inlet is charged with 25.00 g (0.160 mole) of phenyl chloroformate and 70 g of THF. The reactor was placed in a 0° C. bath and purged with nitrogen. After 30 minutes, a solution of 13.00 g (0.175 mole) glycidol, 19.50 g (0.193 mole) triethylamine, and 75 g of anhydrous tetrahydrofuran (THF) was added drop wise over the course of one hour, after which the reaction was allowed to warm to room temperature and allowed to stir overnight under a nitrogen atmosphere. The contents of the reactor were discharged, filtered, and evaporated to dryness to afford 29.51 g of crude product, which was purified by flash chromatography using silica gel and eluted with a 1:1 solution of iso-propyl acetate and hexane. See FIG. 10.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08084553B2 |
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| Source dataset | uspto-grants-2011_12 |
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| ORD ID | ord-64f3ab0a1f224d2eb4bae1fc8b3a818d |
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| Source note | uspto-grants-2011_12 |
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