HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Toluenesulfonic acid → 2-{3-[(2-Bromobenzyl)oxy]propoxy}tetrahydro-2H-pyran
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | 3,4-dihydro-2H-pyran | HCID 8080 | — |
| Reactant | 2-(2-(2-((2-Bromobenzyl)oxy)ethoxy)ethoxy)tetrahydro-2H-pyran | HCID 9946901 | — |
| Product | 2-{3-[(2-Bromobenzyl)oxy]propoxy}tetrahydro-2H-pyran | HCID 10268372 | — |
Reaction Steps
The reaction and work up was conducted as described in the preparation of compound 420. Starting compounds were compound 424 (2.41 g, 9.8 mmol) in 7 mL dry THF, 3,4-dihydro-2H-pyran (0.99 mL, 10.8 mmol) and p-toluenesulfonic acid (37 mg, 0.19 mmol). The crude product was purified by flash chromatography using EtOAc/petroleum ether 1:4 as the eluent to afford the title compound as a pale yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07034015B2 |
| Source dataset | uspto-grants-2006_04 |
| ORD ID | ord-19782a6c569a422888a796a01a126cbb |
| Source note | uspto-grants-2006_04 |