HuagongsheHuagongshe Chemistry Print Report · For research reference only
3,4-dihydro-2H-pyran → Ethyl 2,2-difluoro-3-tetrahydropyranyloxypropionate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3,4-dihydro-2H-pyran | HCID 8080 | — |
| Reactant | Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) | HCID 466102 | — |
| Reactant | Ethyl 2,2-difluoro-3-hydroxypropanoate | HCID 2758828 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Ethyl 2,2-difluoro-3-tetrahydropyranyloxypropionate | HCID 54421599 | — |
Reaction Steps
Dihydropyrane (2 ml, 22 mmol) was added to a solution of ethyl 2,2-difluoro-3-hydroxypropionate (3.1 g, 20 mmol) and pyridinium p-toluene sulfonate (0.25 g, 1 mmol) in anhydrous dichloromethane (50 ml). The mixture was stirred overnight at room temperature and the desired compound ethyl 2,2-difluoro-3-tetrahydropyranyloxypropionate was obtained by flash chromatography on silica gel (ethyl acetate:hexane; 15:85) (4 g, 80%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05416076 |
| Source dataset | uspto-grants-1995_05 |
| ORD ID | ord-cada9db6ab594c27a31aff0a721ade6b |
| Source note | uspto-grants-1995_05 |