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ChemicalBook CAS DataBase List Nonanoic acid
112-05-0

Nonanoic acid synthesis

13synthesis methods
By oxidation of methylnonyl ketone; by oxidation of oleic acid; or from heptyl iodide via malonic ester synthesis
-

Yield:112-05-0 92%

Reaction Conditions:

with palladium diacetate;acetic anhydride;P(p-C6H4F)3 in toluene at 80; for 48 h;Inert atmosphere;Sealed tube;

Steps:

1 Example 1 Synthesis of Nonanoic Acid (Structural Formula 4-a)

TFPP stands for monophosphine ligand.Under the protection of argon gas, palladium acetate (0.025 mmol, 0.0056 g), monophosphine ligand TFPP (0.15 mmol, 0.0474 g), 0.5 mL toluene, and 1-octene (3-a 0.5 mmol, 0.0561 g), formic acid (0.75 mmol, 0.0345 g) and acetic anhydride (0.1 mmol, 0.0102 g). Screw on the bottle cap to seal and adjust the temperature of the heating plate to 80 ° C. After 48 hours, stop heating, cool to room temperature, add 3 mL of dichloromethane and transfer to a 125 mL separatory funnel. Add 30 mL of 1M NaOH solution to the mother liquor, and wash 3 times with 30 mL of dichloromethane. The aqueous phase was acidified with 15 mL of 3M hydrochloric acid and extracted three times with 30 mL of dichloromethane. 0.0727 g of light yellow oily liquid nonanoic acid (see structural formula 4-a described in the above reaction formula) was obtained with a yield of 92% and a linear to branched chain ratio of 30: 1

References:

CN110423191,2019,A Location in patent:Page/Page column 0039-0042

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