Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Chloride | HCID 312 | — |
| Reactant | HCID 19348455 | HCID 19348455 | — |
| Solvent | Benzene | HCID 241 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 19348427 | HCID 19348427 | 88% |
Reaction Steps
604 mg (4.48 mmol) of sufliryl chloride were added to a solution of 1.26 g (4.48 mmol) of methyl 3-(4-hydroxy-2-methoxyphenyl)octanoate (prepared as described in Preparation 44) in 10 ml of benzene, and the resulting mixture was stirred at 70° C. for 3.5 hours. At the end of this time, the reaction mixture was diluted with ethyl acetate, and the diluted solution was washed with an aqueous solution of sodium carbonate, with water and with a saturated aqueous solution of sodium chloride, after which it was dried over anhydrous magnesium sulfate. The solvent was then removed by distillation under reduced pressure, and the resulting residue was purified by column chromatography through 100 g of silica gel, using a 1:2 by volume mixture of ethyl acetate and hexane as the eluent, to give the title compound as an oily substance in a 88% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06040339 |
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| Source dataset | uspto-grants-2000_03 |
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| ORD ID | ord-b7f7584a80a9449cb58cb7edf9b89559 |
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| Source note | uspto-grants-2000_03 |
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