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ChemicalBook CAS DataBase List Arachidic acid

Arachidic acid synthesis

4synthesis methods
Eicosanoic acid is produced by catalytic hydrogenation of arachidonic acid. Arachidonic acid is obtained from food or by desaturation and chain elongation of the plant-rich essential fatty acid, linoleic acid.
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Yield:506-30-9 65.1 g

Reaction Conditions:

with water;sodium hydroxide in tetrahydrofuran at 20 - 70; for 2 h;

Steps:

3 Example 3: Preparation of arachidic acid (III)

To a solution of methyl arachidate (Ila) (80 g) and tetrahydrofuran (400 mL), water (160 mL was added. A solution of sodium hydroxide, prepared by slowly adding sodium hydroxide (16.17 g) in water (160 mL), was added to the above solution maintaining the temperature of the reaction mass at 20-40 °C. Water (80 mL) was further added to the reaction mass and heated to 60-70 °C. The reaction mass was stirred for 2 hours at the same temperature and cooled to 45-55 °C. Water (80 mL) was added to the reaction mass and the temperature of the reaction mass was cooled to 25-35 °C. The pH of the reaction mass was adjusted to 6.5-7.5 by slowly adding dilute hydrochloric acid (IN) and stirred the reaction mass for 2 hours and 30 minutes. The precipitated compound was filtered. The wet compound was added to a mixture of tetrahydrofuran (80 mL) and acetone (400 mL). The reaction mass was heated to 50-60 °C and stirred for 40 minutes. The reaction mass was cooled to 25-35 °C and stirred for 40 minutes. The reaction mass was further cooled to 5-10 °C and the precipitated compound was filtered, washed with acetone (80 mL) and dried at 40-50 °C under vacuum for 9 hours to afford the desired compound. Yield: 65.1 g (84.5%) Purity : 99.96%

References:

WO2021/205351,2021,A1 Location in patent:Page/Page column 12

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