HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → 6-(Oxan-4-ylmethoxy)-1,2,3,4-tetrahydronaphthalen-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | (Oxan-4-yl)methanol | HCID 2773573 | — |
| Reactant | 6-Hydroxy-3,4-dihydro-1(2H)-naphthalenone | HCID 4679494 | — |
| Reactant | Diethyl azodicarboxylate | HCID 5462977 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 6-(Oxan-4-ylmethoxy)-1,2,3,4-tetrahydronaphthalen-1-one | HCID 62385500 | 100% |
Reaction Steps
To a suspension of 6-hydroxy-1-tetralone (2.0 g, 12.4 mmol), tetrahydropyran-4-methanol (1.7 g, 14.8 mmol) and triphenylphosphine (6.5 g, 24.7 mmol) in THF (40 mL) was added DEAD (4.3 g, 24.7 mmol) at 0° C. The reaction was stirred at rt overnight. The solution was concentrated and purified by silica gel chromatography (PE:EtOAc=12:1) to give 3.2 g (100%) of the title compound as a yellow oil. [M+H] Calc'd for C16H20O3, 261. Found, 261.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09447046B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-a3e9c38cd19541998fbfff7ca47a3bdd |
| Source note | uspto-grants-2016_09 |