Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Ethanethiol | HCID 6343 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 18690204 | HCID 18690204 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 18690191 | HCID 18690191 | 77.9% |
Reaction Steps
To a cold 300 mL of dimethylformamide and under a nitrogen atmosphere was added 9.3 g of ethylmercaptan. To this mixture was added 7.2 g of 50% sodium hydride (150 mmol) in oil. To this mixture was added 11.1 g (30 mmol) of 1-phenyl-2-(4-methoxybenzoyl)-3,4-dihydro-6-methoxynaphthalene and the reaction mixture was heated to 60° C. for two hours. The reaction was acidified with the addition of 1N hydrochloric acid and extracted with ethyl acetate. The ethyl acetate extract was washed with water and evaporated to dryness. The final product was crystallized from a mixture of methanol-acetone to yield 8 g of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06107346 |
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| Source dataset | uspto-grants-2000_08 |
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| ORD ID | ord-3e7309a1ce35444f926e52a976f00d86 |
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| Source note | uspto-grants-2000_08 |
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