HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(Benzyloxy) ethanol → HCID 66730516, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(Benzyloxy) ethanol | HCID 12141 | — |
| Reactant | 3,6-Dioxabicyclo[3.1.0]hexane | HCID 67511 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 66730516 | HCID 66730516 | 82.5% |
Reaction Steps
Into dichloromethane (5.0 mL), 2-benzyloxyethanol (7.07 g, 46.5 mmol) and 3,4-epoxytetrahydrofuran (1.0 g, 11.6 mmol) were dissolved, to which a boron trifluoride-diethyl ether complex (0.08 g, 0.58 mmol) was added at room temperature, followed by stirring for three hours. To the resulting reaction liquid, a saturated aqueous solution of sodium bicarbonate was added, followed by extraction with dichloromethane. The resulting organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue thus obtained was purified by silica gel column chromatography (hexane:ethyl acetate, 100:0-0:100, V/V) to give the desired title compound (2.28 g, yield 82%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08410273B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-0da7f032506448bfa942365c76d0e346 |
| Source note | uspto-grants-2013_04 |