Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Boron tribromide | HCID 25134 | — |
| Reactant | HCID 14579797 | HCID 14579797 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 14579798 | HCID 14579798 | 59.2% |
Reaction Steps
A solution of 2-benzyl-3-methyl-5,6-methylenedioxybenzofuran (226 mg, 0.85 mmole) in methylene chloride (10 mL) was cooled at -65° C. and a 1M solution of boron tribromide in methylene chloride (0.85 mL) was added dropwise. The mixture was allowed to warm up to -25° C. and was kept in that range for 1 hour. Methanol (5 mL) was then added and the mixture was evaporated in vacuo. The residue was chromatographed on silica gel and eluted with 25% ethylacetate in hexane to yield 128 mg of 2-benzyl-3-methyl-5,6-dihydroxybenzofuran, mp. 95.5°-98° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04863958 |
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| Source dataset | uspto-grants-1989_09 |
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| ORD ID | ord-4db3dee092e04a3b9870625347e7f269 |
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| Source note | uspto-grants-1989_09 |
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