Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Iodoethane | HCID 6340 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 66971962 | HCID 66971962 | — |
| Solvent | Methyl Ethyl Ketone | HCID 6569 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 66971978 | HCID 66971978 | 93% |
Reaction Steps
0.21 g (0.75 mmol) of potassium carbonate and then 0.12 ml (0.75 mmol) of iodoethane are added to a solution of 0.25 g (0.62 mmol) of methyl 3-{3-butoxy-4-[3-(4-hydroxy-3-methoxyphenyl)propyl]phenyl}propanoate (prepared according to Example 1d) in 25 ml of methyl ethyl ketone. The reaction mixture is heated at 70° C. for 24 hours. The reaction medium is cooled, diluted with ethyl acetate and washed with saturated aqueous sodium chloride solution. The organic phase is dried over sodium sulfate, filtered and evaporated and the residue is then purified by chromatography on a column of silica eluted with an 80/20 heptane/ethyl acetate mixture. 240 mg (93%) of ethyl 3-{4-[3-(4-ethoxy-3-methoxyphenyl)propyl]-3-butoxyphenyl}propanoate are obtained in the form of a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07879907B2 |
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| Source dataset | uspto-grants-2011_02 |
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| ORD ID | ord-a5fb9cd92ebd43c088dbdf0b2ffa23c3 |
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| Source note | uspto-grants-2011_02 |
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