Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diethyl Malonate | HCID 7761 | — |
| Reactant | 3-Phenylprop-2-enenitrile | HCID 74667 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 14826591 | HCID 14826591 | — |
Reaction Steps
[(S,S)-N-methanesulfonyl-1,2-diphenylethylenediamine]-(hexamethylbenzene)ruthenium (5.5 mg, 0.01 mmol, S/C=50), cinnamonitrile (65 μl, 0.5 mmol), diethyl malonate (76 μl, 0.5 mmol) and toluene (0.5 ml) were added into Schlenk (20 ml) under an argon atmosphere, and stirred at 30° C. for 48 hours. 1HNMR determination of the solution showed that the yield of the product was 46%. The reaction solution was purified by flash column chromatography (hexane/acetone=90/10, SiO2), and the optical purity was measured by HPLC (CHIRALPACK AS manufactured by Daicel Co., Ltd., hexane:2-propanol=90:10, flow rate 0.5 ml/min, detection by 210 nm), resulting to 56% ee.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07332622B2 |
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| Source dataset | uspto-grants-2008_02 |
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| ORD ID | ord-a2a175710ae24cb69325d681b4f5f3bd |
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| Source note | uspto-grants-2008_02 |
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