HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 7-methylspiro[2H-benzofuran-3,1-cyclopropane]-4-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4-(Methoxymethoxy)-7-methyl-2H-spiro[benzofuran-3,1'-cyclopropane] | HCID 67959944 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 7-methylspiro[2H-benzofuran-3,1-cyclopropane]-4-ol | HCID 57411301 | 80.1% |
Reaction Steps
To a solution of 4-(methoxymethoxy)-7-methyl-spiro[2H-benzofuran-3,1′-cyclopropane] (Intermediate 12, 38 mg, 0.17 mmol) in ethanol (5 ml), HCl 6N in water (0.1 mL, 0.6 mmol) was added and the reaction mixture was stirred for 4 days at room temperature. Combined solvents were removed under reduced pressure and the residue was purified by flash chromatography (Biotage system) on silica gel using a 10 g SNAP column and cyclohexane to cyclohexane/ethyl acetate 7:3 as eluents affording the title compound (24 mg) as a light orange solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09133175B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-17604554f7f04a22b2e056440830c076 |
| Source note | uspto-grants-2015_09 |