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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2055828Generated: October 30, 2026

Diethyl Malonate → HCID 14826591, compound

https://huagongshe.com/reaction/2055828

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl MalonateHCID 7761—
Reactant3-Phenylprop-2-enenitrileHCID 74667—
SolventTolueneHCID 1140—
ProductHCID 14826591HCID 14826591—

Reaction Conditions

Temperature30 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07332622B2
Source datasetuspto-grants-2008_02
ORD IDord-a2a175710ae24cb69325d681b4f5f3bd
Source noteuspto-grants-2008_02