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ChemicalBook CAS DataBase List 3-(4-ISOPROPYLPHENYL)PROPIONIC ACID

3-(4-ISOPROPYLPHENYL)PROPIONIC ACID synthesis

11synthesis methods
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Yield:58420-21-6 99%

Reaction Conditions:

Stage #1: cycl-isopropylidene malonate;(4-isopropylbenzaldehyde)with formic acid;triethylamine in N,N-dimethyl-formamide at 0 - 80; for 14 h;
Stage #2: with hydrogenchloride;water monomer in N,N-dimethyl-formamide; pH=1 - 2;

Steps:

A10.a

Example AlO; a. Preparation of intermediate 28; EPO Formic acid (31.5 ml, 0.834 mol) was added dropwise to DMF (100 ml) under stirring and cooling with ice-cold water. Triethylamine (50.8 ml, 0.361 mol) was added in the same way followed by Meldrum's acid (40 g, 0.278 mol). After dissolution cuminaldehyde (0.278 mol) was added. The mixture was heated up to 80°C for 14 hours, then cooled down and poured out into 1 liter of ice-cold water under vigorous stirring. Concentrated HCl was added till pH 1-2. The precipitate was filtered off, washed with water and air-dried. Yield: 99% of intermediate 28.

References:

WO2007/436,2007,A1 Location in patent:Page/Page column 38-39

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