Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Bisphenol A | HCID 6623 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | (+)-Glycidol | HCID 5460455 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 117689785 | HCID 117689785 | 28.4% |
Reaction Steps
To a stirred solution of bisphenol A (10 g, 43.84 mmol, 1.0 equiv) in anhydrous dimethyl formamide (35 mL) at rt was added K2CO3 (9.1 g, 65.76 mmol, 1.5 equiv), and the mixture was stirred for 20 min under argon atmosphere. R(+) glycidol (3.8 mL, 56.99 mmol, 1.3 equiv) was added and the mixture was stirred for 5 h at 70-80° C. A saturated solution of ammonium chloride (10 mL) was added to the resulting orange-brown solution at room temperature. The mixture was extracted with ethyl acetate (3×15 mL). The organic layer was washed with deionized water (10 mL), was dried over anhydrous magnesium sulfate, was filtered, and was concentrated under reduced pressure. The resulting residue was purified by flash column chromatography on silica gel (eluent: 40% to 90% ethyl acetate in hexane) to provide the title compound (3.77 g, 28%) as a clear foam.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09173939B2 |
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| Source dataset | uspto-grants-2015_11 |
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| ORD ID | ord-32dffde7f35a41daa8510ede895baf07 |
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| Source note | uspto-grants-2015_11 |
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