Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Chloroform | HCID 6212 | — |
| Reactant | Thiophenol | HCID 7969 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 85441230 | HCID 85441230 | — |
| Solvent | tert-Butyl methyl ether | HCID 15413 | — |
| Product | HCID 12505696 | HCID 12505696 | 76.7% |
Reaction Steps
To chloroform (100 mL) were added methyl 2-methyl-3-(p-toluenesulfonyloxy)acrylate (11.0 g) and thiophenol (6.3 g), and then added dropwise triethylamine (33 mL), and the mixture was stirred at 50° C. for 9 hours. To the reaction mixture were added tert-butyl methyl ether, and then a 1N aqueous sodium hydroxide solution, thereby layers were separated. The organic layer was washed with a saturated aqueous sodium chloride solution, dried, and then concentrated. The residue was subjected to silica gel column chromatography (hexane/ethyl acetate=10/1) to obtain methyl 2-methyl-3-(phenylthio)acrylate (6.5 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08318981B2 |
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| Source dataset | uspto-grants-2012_11 |
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| ORD ID | ord-f9b7bf7591174acb898c4c9ee46d554e |
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| Source note | uspto-grants-2012_11 |
|---|