HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetylresorcinol → Acetic acid 3-cyclobutoxy-phenyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetylresorcinol | HCID 5055 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl diazene-1,2-dicarboxylate | HCID 75555 | — |
| Reactant | Cyclobutanol | HCID 76218 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Acetic acid 3-cyclobutoxy-phenyl ester | HCID 20872617 | 20.6% |
Reaction Steps
Acetic acid 3-hydroxy-phenyl ester (1 ml, 9 mmol) was mixed with cyclobutanol (0.58 g, 8 mmol), triphenylphosphine (2.1 g, 8 mmol) and diisopropyl azodicarboxylate (1.57 ml, 8 mmol) in tetrahydrofuran (20 ml) at 0° C. under a nitrogen atmosphere. The mixture was warmed to room temperature and stirred for 16 hours. The reaction mixture was concentrated in-vacuo the residue was purified by chromatography on silica gel using ethyl acetate in pentane as eluant (gradient from 0:100 to 15:85) to give acetic acid 3-cyclobutoxy-phenyl ester (340 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06949573B2 |
| Source dataset | uspto-grants-2005_09 |
| ORD ID | ord-62f950fde7ec43f39671d9e5e2499b64 |
| Source note | uspto-grants-2005_09 |