2-(4-FORMYL-PHENOXY)-PROPIONIC ACID synthesis
- Product Name:2-(4-FORMYL-PHENOXY)-PROPIONIC ACID
- CAS Number:51264-78-9
- Molecular formula:C10H10O4
- Molecular Weight:194.18
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Yield:-
Reaction Conditions:
Stage #1: 4-hydroxy-benzaldehyde;Ethyl 2-bromopropionatewith potassium carbonate in acetonitrile at 60; for 16 h;
Stage #2: with sodium hydroxide;water at 20; for 16 h;
Stage #3: with hydrogenchloride in water;
Steps:
34
Reference Example 34; 2-(4-formylphenoxy)propionic acid; [] A solution of ethyl 2-bromopropanoate (6.38 ml, 49.1 mmol), 4-hydroxybenzaldehyde (5.00 g, 40.9 mmol) and potassium carbonate (6.79 g, 49.1 mmol) in acetonitrile (25 ml) was stirred at 60°C for 16 hrs. Ethyl acetate was added to the reaction mixture, and the mixture was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the obtained residue was purified by alumina column chromatography (developing solvent; ethyl acetate) to give an oil. To a solution of the obtained oil (9.10 g, 40.9 mmol) in ethanol (200 ml) was added 1N aqueous sodium hydroxide solution (61.4 ml), and the mixture was stirred at room temperature for 16 hrs, and concentrated under reduced pressure. Ethyl acetate was added to the obtained residue. The mixture was washed with 1N hydrochloric acid and saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the obtained redsidue was powderized with isopropyl ether to give the title compound (5.68 g).
References:
EP1593667,2005,A1 Location in patent:Page/Page column 46-47
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