HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 6-methoxy-7-(morpholinomethyl)benzofuran-3(2H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | 6-hydroxy-7-(morpholinomethyl)benzofuran-3(2H)-one | HCID 71278937 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 6-methoxy-7-(morpholinomethyl)benzofuran-3(2H)-one | HCID 71278987 | 82.3% |
Reaction Steps
A solution of 6-hydroxy-7-(morpholinomethyl)benzofuran-3(2H)-one (0.586 g, 2.35 mmol), methanol (0.0904 g, 2.82 mmol) and triphenylphosphine (0.923 g, 3.52 mmol) in THF (12 mL) was added with a solution of a 40% solution of diethyl azodicarboxylate in toluene (1.84 g, 4.23 mmol) in THF (6 mL), and the mixture was stirred overnight at room temperature. The reaction mixture was concentrated, and the resulting residue was purified by silica gel column chromatography (chloroform/methanol) to obtain 6-methoxy-7-(morpholinomethyl)benzofuran-3(2H)-one (0.509 g, 82%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09156827B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-a1e233f9bff44d329b2c3eb8daa4f6d4 |
| Source note | uspto-grants-2015_10 |