HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Toluenesulfonic acid → HCID 59018176, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | 3,4-dihydro-2H-pyran | HCID 8080 | — |
| Reactant | HCID 178428865 | HCID 178428865 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59018176 | HCID 59018176 | 100% |
Reaction Steps
p-Toluenesulphonic acid (20 mg, 0.12 mmol) was added to a solution of the benzonitrile of Example 16 (1 g, 3.94 mmol) in tetrahydrofuran (30 ml). 3,4-Dihydro-2H-pyran (664 mg, 7.9 mmol) was then added dropwise at room temperature. The reaction mixture was stirred at room temperature, under nitrogen, for 15 hours. It was then evaporated under reduced pressure and the residue was partitioned between ethyl acetate (100 ml) and aqueous sodium bicarbonate (50 ml). The organic layers were washed with brine (50 ml), dried over sodium sulphate, filtered and concentrated under reduced pressure to provide the title compound (1.93 mg, 100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07482375B2 |
| Source dataset | uspto-grants-2009_01 |
| ORD ID | ord-558815634c604522b72a62f999399a5f |
| Source note | uspto-grants-2009_01 |