Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tin tetrachloride | HCID 24287 | — |
| Reactant | Tris(phenylthio)methane | HCID 615706 | — |
| Reactant | (3,4-Dihydro-1-naphthyloxy)trimethylsilane | HCID 4245325 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86702351 | HCID 86702351 | 64.7% |
Reaction Steps
Under argon, 6.22 g (23.8 mmol) of triphenyl trithioorthoformate (1,1′,1″-(methanetriyltrisulphanediyl)dibenzene) are dissolved in anhydrous dichloromethane and cooled to −70° C. 23.8 ml (23.8 mmol) of tin(IV) tetrachloride solution (1 M in dichloromethane) and 5.73 g (26.3 mmol) of (3,4-dihydronaphthalen-1-yloxy)trimethylsilane are added in succession, and the mixture is stirred at −70° C. for 40 min. The reaction mixture is poured into ice-water and extracted with dichloromethane. After washing with water, the organic phase is dried over sodium sulphate and concentrated under reduced pressure. Purification of the residue by column chromatography on silica gel (mobile phase: cyclohexane/ethyl acetate) gives 5.80 g of 2-[bis(phenylsulphanyl)methyl]-3,4-dihydronaphthalen-1(2H)-one.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09055743B2 |
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| Source dataset | uspto-grants-2015_06 |
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| ORD ID | ord-46e42e0298d24abe8a8d2274acb4a94f |
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| Source note | uspto-grants-2015_06 |
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