Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-Methoxybenzyl chloride | HCID 69994 | — |
| Reactant | HCID 86642716 | HCID 86642716 | — |
| Solvent | Methyl Ethyl Ketone | HCID 6569 | — |
| Product | HCID 86642717 | HCID 86642717 | 48% |
Reaction Steps
68 μl (0.5 mmol) of 3-methoxybenzyl chloride are added to a solution of 200 mg (0.5 mmol) of methyl 3-(4-{3-[4-(butane-1-sulfonyloxy)-3-methoxyphenyl]propyl}-2-hydroxyphenyl)propanoate and 89 mg (0.5 mmol) of potassium carbonate in 5 ml of methyl ethyl ketone, and the reaction medium is then heated at 70° C. for 48 hours. After cooling, water is added and the reaction medium is then extracted with ethyl acetate. The organic phase is dried over sodium sulfate, filtered and evaporated. The residue obtained is purified by chromatography on a column of silica eluted with a 7/3 heptane/ethyl acetate mixture. 120 mg (48%) of methyl 3-[4-{3-[4-(butane-1-sulfonyloxy)-3-methoxyphenyl]propyl}-2-(3-methoxybenzyloxy)phenyl]propanoate are obtained.
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-6333582588d247ecb1ab3ed8e964ec33 |
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| Source note | uspto-grants-2011_02 |
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