HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 22313426, compound → HCID 22313331, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 22313426 | HCID 22313426 | — |
| Catalyst | Benzylidenebis(tricyclohexylphosphine)dichlororuthenium | HCID 11967259 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 22313331 | HCID 22313331 | 69.3% |
Reaction Steps
To a stirred solution of methyl 3-formyl-4-[(1-methylprop-2-enyl)oxy]benzoate (370 mg, 1.59 mmol) in CH2Cl2 (8 mL) at rt is added benzylidene-bis(tricyclohexylphosphine)dichlororuthenium (56 mg, 0.068 mmol). The mixture is stirred at rt overnight. The reaction mixture is concentrated in vacuo to a dark residue. The crude product is purified by flash chromatography on SiO2. Elution with hexanes-EtOAc (95:5) gives 225 mg (69%) of methyl 2-methyl-2H-chromene-6-carboxylate as a clear oil: 1H NMR (400 MHz, CDCl3) δ 7.82, 7.68, 6.79, 6.41, 5.71, 5.11, 3.89, 1.48.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06951868B2 |
| Source dataset | uspto-grants-2005_10 |
| ORD ID | ord-f328e8f8cab94066807388245b59ce17 |
| Source note | uspto-grants-2005_10 |