Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Ethanethiol | HCID 6343 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Aluminum(III) Chloride | HCID 6451240 | — |
| Reactant | HCID 19424255 | HCID 19424255 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 15294979 | HCID 15294979 | 62.1% |
Reaction Steps
35 mg of (6-methoxy-2-cyclopentylbenzo[b]thien-3-yl)[4-[2-(dimethylamino)ethoxy]phenyl]methanone was dissolved in 5 ml of dichloromethane, 65 mg of aluminum chloride and 0.03 ml of ethanethiol were added, and the mixture was stirred at room temperature for 2 hours. 0.3 ml of THF, 0.075 ml of 20% hydrochloric acid and 0.3 ml of water were added to the reaction mixture, a saturated aqueous sodium bicarbonate solution was added to make the mixture alkaline, and the resultant mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, the solvent was distilled off, and the resultant crude product was purified by TLC (developing solvent, chloroform:methanol=19:1) to obtain 21 mg of (6-hydroxy-2-cyclopentylbenzo[b]thien-3-yl)[4-[2-(dimethylamino)ethoxy]phenyl]methanone.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05472962 |
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| Source dataset | uspto-grants-1995_12 |
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| ORD ID | ord-c5c80bcb80ab4e329eb77c8ba96fd432 |
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| Source note | uspto-grants-1995_12 |
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