HuagongsheHuagongshe Chemistry Print Report · For research reference only
3,4-dihydro-2H-pyran → ethyl 2-[(tetrahydro-2H-pyran-2-yloxy)methyl]isonicotinate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3,4-dihydro-2H-pyran | HCID 8080 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) | HCID 466102 | — |
| Reactant | Ethyl 2-(hydroxymethyl)pyridine-4-carboxylate | HCID 19744774 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | ethyl 2-[(tetrahydro-2H-pyran-2-yloxy)methyl]isonicotinate | HCID 59478246 | — |
Reaction Steps
To a solution of 1.64 g of ethyl 2-(hydroxymethyl)isonicotinate in 32.8 ml of dichloromethane were added 1.24 ml of dihydropyrane and 2.32 g of pyridinium p-toluenesulfonate, followed by stirring overnight. Ethyl acetate was added thereto, followed by washing with a saturated aqueous ammonium chloride solution and a saturated aqueous sodium chloride solution. The organic layer was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure to obtain 2.4 g of ethyl 2-[(tetrahydro-2H-pyran-2-yloxy)methyl]isonicotinate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08486970B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-5e597701b0af46e89f0b10e3e45bea2e |
| Source note | uspto-grants-2013_07 |