Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | Tetrahydro-2H-pyran-4-yl 4-methylbenzenesulfonate | HCID 13961807 | — |
| Reactant | HCID 66777135 | HCID 66777135 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 66777118 | HCID 66777118 | 103% |
Reaction Steps
Cyclohexyl(5-hydroxy-3-methyl-1-benzofuran-2-yl)methanone (5.2 g) synthesized in the above-mentioned (3) was dissolved in dimethylformamide (100 mL), and potassium phosphate (7.4 g) and tetrahydro-2H-pyran-4-yl 4-methylbenzenesulfonate (9.0 g) synthesized by the method of EP-A-1367058 were added to the mixture at room temperature, and the mixture was stirred at 80° C. overnight. The reaction mixture was allowed to cool to room temperature, water (150 mL) was added and the mixture was extracted with diethyl ether (100 mL×2). The extract was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:10, volume ratio) to give the title object compound (7.1 g, 99%) as a pale-yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08436043B2 |
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| Source dataset | uspto-grants-2013_05 |
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| ORD ID | ord-53c44db5d685408b99e9fd56ec2f15f8 |
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| Source note | uspto-grants-2013_05 |
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