HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 86642708, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Butanesulfonyl chloride | HCID 75430 | — |
| Reactant | HCID 66971962 | HCID 66971962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 86642708 | HCID 86642708 | 78.7% |
Reaction Steps
A solution of 400 mg (1 mmol) of methyl 3-{3-butoxy-4-[3-(4-hydroxy-3-methoxyphenyl)propyl]phenyl}propanoate, 170 μl (1.3 mmol) of butanesulfonyl chloride and 250 μl of triethylamine in 10 ml of tetrahydrofuran is stirred for 12 hours at room temperature. After addition of water and extraction with ethyl acetate, the organic phases are washed with saturated aqueous sodium chloride solution, dried over sodium sulfate, filtered and evaporated. The residual oil is purified by chromatography on a column of silica eluted with an 8/2 heptane/ethyl acetate mixture. 410 mg of methyl 3-(4-{3-[4-(butane-1-sulfonyloxy)-3-methoxyphenyl]propyl}-3-butoxyphenyl)propanoate are obtained in the form of a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07879907B2 |
| Source dataset | uspto-grants-2011_02 |
| ORD ID | ord-46556142b1b34cfca3ffc41d79a21a1d |
| Source note | uspto-grants-2011_02 |