HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 10970327, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Trityl chloride | HCID 6456 | — |
| Reactant | 5-(Hydroxymethyl)furan-2(5H)-one | HCID 2725000 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 10970327 | HCID 10970327 | 90.3% |
Reaction Steps
(R)-(+)-5-Hydroxymethyl-2 (5H)-furanone (1.94 g, 17.0 mmol) was dissolved in anhydrous pyridine (60 mol), triphenylmethyl chloride (14.3 g, 51.2 mmol) was added to the solution at room temperature, and the mixture was stirred for 6 hr. Ethanol was added to the reaction solution at 0° C., and the mixture was stirred for one hr. The reaction solution was concentrated under reduced pressure, and the concentrate was subjected to azeotropic distillation twice with toluene and purified by column chromatographic separation on silica gel (hexane:ethyl acetate=3:1 to 2:1) to give (R)-(+)-5-triphenylmethyloxymethyl-2 (5H)-furanone (5.47 g, 90%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06255339B1 |
| Source dataset | uspto-grants-2001_07 |
| ORD ID | ord-3d9cef832c3547f9a6d63876fcffbf2f |
| Source note | uspto-grants-2001_07 |