HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 54204380, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Benzaldehyde, 4-(phenylmethoxy)- | HCID 78109 | — |
| Reactant | (3-Hydroxypropyl)triphenylphosphonium bromide | HCID 11025793 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 54204380 | HCID 54204380 | 69.3% |
Reaction Steps
In an argon atmosphere, 3-hydroxypropyltriphenylphosphonium bromide (4.02 g) was suspended in dehydrated THF (30 ml); 60% oily sodium hydride (0.4 g) was added, followed by refluxing for 3 hours. To the reaction mixture, a solution of 4-benzyloxybenzaldehyde (2.12 g) in dehydrated THF (7 ml) was added drop by drop, followed by refluxing for 67 hours. After cooling, the insoluble matter was filtered off; the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography (eluent: hexane-ethyl acetate=9:1→4:1) to yield the titled compound (1.76 g) as colorless crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06716863B2 |
| Source dataset | uspto-grants-2004_04 |
| ORD ID | ord-67636fb1524d4902bb477c5435063f26 |
| Source note | uspto-grants-2004_04 |