Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | Aluminum(III) Chloride | HCID 6451240 | — |
| Reactant | 2H-1-Benzothiopyran | HCID 12219298 | — |
| Solvent | Carbon Tetrachloride | HCID 5943 | — |
| Product | HCID 70373902 | HCID 70373902 | 75.2% |
Reaction Steps
Under a dry nitrogen atmosphere, 7.18 g (0.0914 mole) of acetyl chloride was added to a cold (5° C.), stirred mixture of 11.9 g (0.0893 mole) of aluminum chloride in 100 ml of carbon tetrachloride. To this mixture was added a solution of 10.6 g (0.079 mole) of thianaphthalene in 25 ml of carbon tetrachloride. The reaction mixture was allowed to warm to room temperature and was stirred for two hours. The mixture was heated at reflux for 45 minutes and was cooled. The resultant mixture was poured into ice water, and 100 ml of concentrated hydrochloric acid was added. This mixture was stirred until the ice melted. The organic phase was removed and saved. The aqueous phase was extracted with methylene chloride. The organic phases were combined and dried over anhydrous sodium sulfate. This mixture was filtered, and the filtrate was treated with silica gel and decolorizing charcoal. The resulting mixture was filtered through a pad of silica gel. The filtrate was evaporated under reduced pressure to yield 11.3 g of 2 -acetylthianaphthalene as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04908357 |
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| Source dataset | uspto-grants-1990_03 |
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| ORD ID | ord-f54050c5a9664a059881e83d6a8d612b |
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| Source note | uspto-grants-1990_03 |
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