Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acrylate | HCID 8821 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Tri-o-tolylphosphine | HCID 80271 | — |
| Reactant | HCID 67167398 | HCID 67167398 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 67168262 | HCID 67168262 | 85% |
Reaction Steps
Triethylamine (34 mL), ethyl acrylate (27.5 mL), palladium acetate (0.4 g), and P(o-Tol)3 (1.5 g) were added to a DMF (50 mL) solution of 2-bromo-9,10-dihydro-3-thiabenzo[f]azulen-4-one (7.00 g), and the mixture was stirred overnight at 80° C. in an argon atmosphere. An aqueous saturated ammonium chloride solution was added to the reaction mixture, the mixture was extracted with ethyl acetate, and the organic layer was then washed with an aqueous saturated sodium chloride solution, and dried over anhydrous sodium sulfate. The solvent was distilled off under a reduced pressure, and the residue obtained was purified by silica gel column chromatography (chloroform-methanol=9:1), to give 6.39 g (85%) of the captioned compound as an amorphous solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08653285B2 |
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| Source dataset | uspto-grants-2014_02 |
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| ORD ID | ord-3eadc6323f1d4a7988a4ba80c47d7483 |
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| Source note | uspto-grants-2014_02 |
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