HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isopropanol → Ethyl (E)-3-[3-benzyl-4-(benzyloxy)phenyl]-2-ethoxy-2-propenoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isopropanol | HCID 3776 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Phosphonium, (1,2-diethoxy-2-oxoethyl)triphenyl-, chloride (1:1) | HCID 11327835 | — |
| Reactant | [4-Benzyl-3-(benzyloxy)phenyl]methanol | HCID 22708428 | — |
| Product | Ethyl (E)-3-[3-benzyl-4-(benzyloxy)phenyl]-2-ethoxy-2-propenoate | HCID 86588957 | 46% |
Reaction Steps
Compound (c) and (1,2-diethoxy-2-oxoethyl)(triphenyl)phosphonium chloride (2.89 g, 6.74 mmole) were dissolved in isopropanol (100 ml) and anhydrous potassium carbonate (1.24 g, 9.00 mmole) was added and the mixture was refluxed overnight. The precipitate was filtered off and the solvent evaporated in vacuo. Purification of the crude product with preparative HPLC (Kromasil C8, 10 μm, 50×500 mm) using acetronitrile (50-70%) in ammonium acetate buffer (pH 7) as mobile phase gave 0.88 g (46% yield) of the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06750252B2 |
| Source dataset | uspto-grants-2004_06 |
| ORD ID | ord-394eb0a22a3944fea765b36aa7ad295a |
| Source note | uspto-grants-2004_06 |