ChemicalBook CAS DataBase List Atropaldehyde

Atropaldehyde synthesis

14synthesis methods

Product Name:Atropaldehyde
CAS Number:4432-63-7
Molecular formula:C9H8O
Molecular Weight:132.16

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Yield:4432-63-7 74%

Reaction Conditions:

with formic acid in water at 0 - 20; for 0.666667 h;

Steps:

5. Synthesis of 4 via the hydrolysis of 3a[
A 10 mL tube containing a stirring bar was charged with formic acid (60 μL) and water (40μL). After cooling to 0 oC, the tube was dropped with atropaldehyde diethyl acetal 3a (47.2 mg,0.2 mmol), and stirred for 40 min under room temperature. Then, the mixture was extracted withethyl acetate (3 × 4 mL). The organic layers washed by brine were combined and dried over withMgSO4, concentrated under reduced pressure. Column chromatography was performed on silicagel to afford the product 2-phenylacrylaldehyde[9] (4) (24.3 mg, 74% yield) as a colorless oil. 1HNMR (500 MHz, CDCl3) δ: 9.83 (s, 1H), 7.48-7.46 (m, 2H), 7.42-7.37 (m, 3H), 6.64 (s, 1H), 6.20(s, 1H).

References:

Zhang, Li [Synlett,2021,vol. 32,# 7,p. 723 - 727] Location in patent:supporting information

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