HuagongsheHuagongshe Chemistry Print Report · For research reference only
M-Cresol → HCID 89580756, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | M-Cresol | HCID 342 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl azodicarboxylate | HCID 5363146 | — |
| Reactant | HCID 22731454 | HCID 22731454 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 89580756 | HCID 89580756 | 33% |
Reaction Steps
To the solution of 4-(1-hydroxyethyl)benzoate (300 mg, 1.67 mmol) in tetrahydrofuran (50 mL) was added triphenylphosphine (569 mg, 2.17 mmol) and m-cresol (180 mg, 1.67 mmol), the solution was stirred for 30 minutes at room temperature, then diisopropylazodicarboxylate (438 mg, 2.17 mmol) was added dropwise to the solution at 0° C., the mixture was stirred at room temperature for 12 hours. Then the mixture was concentrated and purified by column chromatography (silica gel, Petroleum ether/ethyl acetate=20:1) to give methyl 4-(1-(m-tolyloxy)ethyl)benzoate (148 mg 33%) as oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09206128B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-8006a56747094008824d4c400475a9c0 |
| Source note | uspto-grants-2015_12 |