HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Butanol, 4-methoxy- → HCID 22253034, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Butanol, 4-methoxy- | HCID 8107 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | Methyl 3-hydroxy-5-(2-oxopyrrolidin-1-yl)benzoate | HCID 22252977 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 22253034 | HCID 22253034 | 45.4% |
Reaction Steps
A mixture of methyl 3-hydroxy-5-(2-oxopyrrolidin-1-yl)benzoate (300 mg, 11.28 mmol) (D41), polystyrene bound triphenylphosphine (1.71 g of loading 1.12 mmol/g, 1.92 mmol), and 4-methoxybutan-1-ol (200 mg, 1.92 mmol) in THF (5 ml) was treated dropwise with diethyl azodicarboxylate (0.302 ml, 1.92 mmol). The mixture was stiffed at room temperature for 6 hrs and then filtered. The resin was washed with THF and the filtrate was concentrated and chromatographed on silica gel (elution with ethyl acetate/hexane) to give methyl 3-(4-methoxybutoxy)-5-(2-oxopyrrolidin-1-yl)benzoate (280 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06992103B2 |
| Source dataset | uspto-grants-2006_01 |
| ORD ID | ord-c90ff64f0afe47298322df47bda42909 |
| Source note | uspto-grants-2006_01 |