HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → 2-[(N,N-Dimethylamino)methyl]-6-[4-[(4-methoxybenzyl)oxy]benzyloxy]tetralin
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | 4-[(4-Methoxyphenyl)methoxy]benzenemethanol | HCID 12648421 | — |
| Reactant | 2-(N,N-Dimethylamino)methyl-6-hydroxytetralin | HCID 21939764 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-[(N,N-Dimethylamino)methyl]-6-[4-[(4-methoxybenzyl)oxy]benzyloxy]tetralin | HCID 21940053 | 41.2% |
Reaction Steps
Diethyl azodicarboxylate (40% toluene solution, 1.91 g) was added dropwise to THF solution (6 ml) of 2-[(N,N-dimethylamino)methyl]-6-hydroxytetralin (300 mg), 4-[(4-methoxybenzyl)oxy]benzylalcohol (1.07 g) and triphenylphosphine (1.15 g) at room temperature, which was stirred for 12 hours. The reaction mixture was concentrated, and the residue was purified using alumina column chromatography (development solvent; hexane˜hexane:ethyl acetate=10:1), and recrystallized (ethyl acetate-hexane) to give the titled compound (260 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07115750B1 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-037b1f8e563c4a369842696cc76cff45 |
| Source note | uspto-grants-2006_10 |