HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Chloride → 5-Acetylspiro(benzofuran-2(3H),1'-cyclopropan)-3-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | alpha-[(4-Acetyl-2-methoxycarbonylphenyl)oxy]-gamma-butyrolactone | HCID 13329388 | — |
| Catalyst | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5-Acetylspiro(benzofuran-2(3H),1'-cyclopropan)-3-one | HCID 71755 | 56.5% |
Reaction Steps
A mixture of α-[(4-acetyl-2-methoxycarbonylphenyl)oxy]-γ-butyrolactone (2.8 g), 1,8-diazabicyclo[5,4,0]-7-undecene (0.056 g), sodium chloride (0.6 g) and N,N-dimethylformamide (28 ml) was heated at 150°-155° C. for 4 hours. The solvent was removed in vacuo and the resulting residue was dissolved in ethyl acetate. The ethyl acetate solution was washed with water and dried. The residue obtained by removal of the solvent in vacuo was chromatographed on silica gel. The fraction eluted with dichloromethane was crystallized from ethanol to give 5-acetylspiro[benzo[b]furan-2(3H), 1'-cyclopropane]-3-one (1.15 g) as colorless crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04330554 |
| Source dataset | uspto-grants-1982_05 |
| ORD ID | ord-371449cc749442c681ca790909c3edc5 |
| Source note | uspto-grants-1982_05 |