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ChemicalBook CAS DataBase List Undecenoic acid
112-38-9

Undecenoic acid synthesis

8synthesis methods
Undecylenic acid, 10-undecylenic acid (35.4.7), is synthesized by pyrolysis at 400°C and low pressure (50 mm) an oxyderivative of oleic acid—ricinoleic acid—the glyceride of which is the main ingredient of castor oil.

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Yield:112-38-9 90%

Reaction Conditions:

with tris[2-(4,6-difluorophenyl)pyridinato-C2,N]-iridium(III);oxygen in acetonitrile at 20;Irradiation;Sealed tube;Green chemistry;chemoselective reaction;

Steps:

Synthesis of carboxylic acids
General procedure: An oven-dried resealable test tube equipped with a magnetic stir bar was charged withaldehyde (1.0 mmol), Ir(dFppy)3 (0.005-0.01 mmol), and MeCN (4.0 mL, 0.25 M). Oxygen wasthen bubbled through the reaction mixture and sealed with a silicone septa screw-cap. A balloonfilled with oxygen was attached to the tube, and the test tube was placed under blue LEDs atroom temperature. The reaction was allowed to proceed for 3-12 h, and reaction progress waschecked by TLC. The solvent was removed under vacuum, and the corresponding carboxylic acidwas purified by flash silica gel chromatography.

References:

Iqbal, Naeem;Choi, Sungkyu;You, Youngmin;Cho, Eun Jin [Tetrahedron Letters,2013,vol. 54,# 46,p. 6222 - 6225] Location in patent:supporting information

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