HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Chloride → Spiro(benzofuran-2(3H),1'-cyclopropan)-3-one, 7-acetyl-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | alpha-[(6-Acetyl-2-methoxycarbonylphenyl)oxy]-gamma-butyrolactone | HCID 13037298 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Spiro(benzofuran-2(3H),1'-cyclopropan)-3-one, 7-acetyl- | HCID 3059949 | 8.6% |
Reaction Steps
A mixture of α-[(6-acetyl-2-methoxycarbonylphenyl)oxy]-γ-butyrolactone (3.5 g), 1,8-diazabicyclo[5,4,0]-7-undecene (0.14 g) and sodium chloride (1.1 g) in N,N-dimethylformamide (66.5 ml) was stirred at 150°-160° C. for 5 hours. The solvent was distilled off under reduced pressure and the residue was subjected to chromatography on silica gel. The fraction eluted with dichloromethane was recrystallized from CHCl3 -hexane to give 7-acetylspiro[benzo[b]furan-2(3H), 1'-cyclopropane]-3-one (0.22 g) as colorless needles melting at 114°-115° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04330554 |
| Source dataset | uspto-grants-1982_05 |
| ORD ID | ord-8bd8e1e30f524b24b7fdc50b0d89e4e1 |
| Source note | uspto-grants-1982_05 |