Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Sodium methanethiolate | HCID 4378561 | — |
| Reactant | HCID 53781233 | HCID 53781233 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 53939773 | HCID 53939773 | 61.6% |
Reaction Steps
A mixture of methyl 4-chloro-2-fluoro-3-isopropenylbenzoate (8.6 g) and sodium thiomethoxide (3.15 g) in dimethyl formamide was heated at 50° C. for 3 hours and stirred at room temperature overnight. Ether was added and the mixture was washed with water, dried (MgSO4) and filtered. The filtrate was evaporated to dryness and the residue was purified by chromatography eluted with a mixture of ethyl acetate and hexane to give methyl 4-chloro-3-isopropenyl-2-(methylsulphenyl)benzoate (5.95 g) as a clear oil NMR (CDCl3) 2.1(s,3H), 2.35(s,3H), 3.95(s,3H), 4.9(s, 1H), 5.4(s, 1H), 7.45(s,2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05650533 |
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| Source dataset | uspto-grants-1997_07 |
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| ORD ID | ord-50b032e113874cf380706b37620cefec |
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| Source note | uspto-grants-1997_07 |
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