Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 22033120 | HCID 22033120 | — |
| Reactant | HCID 178512432 | HCID 178512432 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 22033336 | HCID 22033336 | 74% |
Reaction Steps
To a solution of (3RS,4RS)-4-[9-iodononyl]-7-methoxy-3-(4-methoxyphenyl)-3-methylthiochroman (381 mg, 0.69 mmol) in anhydrous dimethylformamide (2 ml) were added potassium carbonate (238 mg, 1.72 mmol) and cyanoamide (116 mg, 2.76 mmol), which was then stirred for 4 h at 50° C. Water was added thereto, and the resulting solution was extracted with ethyl acetate. Then, the organic layer was washed with water and saturated sodium chloride solution. The extract was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography (n-hexane:ethyl acetate=3:1) to give the title compound (238 mg, yield 74%) as a colourless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07074819B2 |
|---|
| Source dataset | uspto-grants-2006_07 |
|---|
| ORD ID | ord-9d9719f91449449e8cea4f01ba43a8ea |
|---|
| Source note | uspto-grants-2006_07 |
|---|