Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Chloroacetyl chloride | HCID 6577 | — |
| Reactant | Aluminum(III) Chloride | HCID 6451240 | — |
| Reactant | 4-Phenyl-1,3-Dihydroxybenzene | HCID 11019578 | — |
| Solvent | Nitrobenzene | HCID 7416 | — |
| Product | HCID 71278808 | HCID 71278808 | 42% |
Reaction Steps
A solution of biphenyl-2,4-diol (0.24 g, 1.3 mmol) in nitrobenzene (1.0 mL) was added with aluminum chloride (0.60 g, 4.5 mmol) at room temperature. Then, the reaction mixture was added with chloroacetyl chloride (0.60 g, 1.7 mmol) under ice cooling. The mixture was stirred at 40° C. for 3 hours, and then added with water, and the mixture was extracted with ethyl acetate. The organic layer was washed successively with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and then the residue was subjected to silica gel column chromatography (eluted with chloroform/methanol (100:0→90:10)) to obtain 6-hydroxy-5-phenylbenzofuran-3(2H)-one (0.12 g, 42%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09156827B2 |
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| Source dataset | uspto-grants-2015_10 |
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| ORD ID | ord-fe55819480df4fd6b87e7cd47745b97e |
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| Source note | uspto-grants-2015_10 |
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