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HRID 18908作成日:2026年10月24日

3-Phenylprop-2-Enal → 2-Propenoic acid, 3-phenyl-, methyl ester

https://huagongshe.com/ja/reaction/18908

反応式

関与物質

役割名称HCID仕込み量
反応物3-Phenylprop-2-EnalHCID 307—
反応物MethanolHCID 887—
反応物2,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 6775—
触媒Acetic AcidHCID 176—
溶媒TolueneHCID 1140—
生成物2-Propenoic acid, 3-phenyl-, methyl esterHCID 764498%

反応手順

A homogeneous mixture containing cinnamaldehyde (7.5 mmol), DDQ (11.3 mmol), MeOH (15 mL) and toluene (10 mL) is taken in a round bottom flask and catalytic amount of acetic acid (5 drops) is added to it. The mixture is refluxed for 6 hrs under Dean Stark apparatus. After completion of the reaction (observed by TLC and by GC analysis), the reaction mixture is filtered and washed with MeOH (5 ml×2). Concentrate the filtrate under reduced pressure and the crude product thus obtained is loaded on a neutral alumina column and eluted with diethyl ether. Methyl cinnamate is isolated in 98% yield whose NMR values are found matching with reported values as in example 1.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07741508B2
出典データセットuspto-grants-2010_06
ORD IDord-8c6ec4a7b7534daba73192fbd522e4cc
出典メモuspto-grants-2010_06