9-DECENOIC ACID synthesis
- Product Name:9-DECENOIC ACID
- CAS Number:14436-32-9
- Molecular formula:C10H18O2
- Molecular Weight:170.25
25601-41-6
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14436-32-9
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Yield:14436-32-9 957 g
Reaction Conditions:
with water;potassium hydroxide in isopropyl alcohol at 30 - 55; for 4 h;
Steps:
1 Example 1 - Synthesis of 9-Decenoic Acid
A 5-L 5-necked round-bottom flask was fitted with a mechanical stirrer, an additional funnel, a condenser, a thermocouple, and a stopper. The flask was charged with 1106 g of DAME, 540 mL of water, and 300 mL of isopropyl alcohol. Through the headspace of the flask, nitrogen gas was passed for 15 minutes. An aqueous solution of potassium hydroxide (10 M, 660 mL) was added over a period of 5 minutes. The mixture slowly became homogeneous and the temperature peaked at 55 °C. The reaction mixture was stirred for four hours at a temperature of about 30 °C. The mixture was placed in a water bath bath. Concentrated aqueous hydrochloric acid (37%, 600 mL) was added in portions over a period of one hour, while the temperature was maintained below 40 °C until the pH was 1-2. The organic layer was washed with saturated NaCl (3 x 250 mL), dried over Na2S04, vacuum filtered, and concentrated under reduced pressure. The product was distilled (2 torr, 140 °C) to obtain 957 g of product as a colorless liquid.
References:
ELEVANCE RENEWABLE SCIENCES, INC.;QUINN, Jordan R.;BERTIN, Paul A. WO2018/80869, 2018, A1 Location in patent:Paragraph 0083
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14436-32-9
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14436-32-9
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14436-32-9
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14436-32-9
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