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ChemicalBook CAS DataBase List 3,6,9,12,15,18,21,24-Octaoxapentacosan-1-amine

3,6,9,12,15,18,21,24-Octaoxapentacosan-1-amine synthesis

3synthesis methods
-

Yield: 92%

Reaction Conditions:

with triphenylphosphine in tetrahydrofuran;water

Steps:

3.1
To 2.4 gm (4.82 mmol) of compound 8 was added 80 mL of THF, 1.8 mL of water and 12.5 gm (47.7 mmol) of triphenylphosphine. The reaction mixture was stirred under Argon overnight. After removing solvent, the residue was dissolved into 40 mL of 4 % citric acid solution and 100 mL of ethyl acetate. Organic layer was separated and back extracted with 10 mL of 4 % citric acid solution. The combined aqueous solution is extracted once with 20 mL of ethyl acetate. pH of the aqueous solution was adjusted to 14 by adding 5N NaOH solution. The resulting basic solution was extracted twice with dichloromethane (2 x 150 mL). The combined extracts were dried over sodium sulfate and concentrated to 1.7 gm (92.0 %) of the pure compound 9.

References:

THE REGENTS OF THE UNIVERSITY OF CALIFORNIA;THE CALIFORNIA INSTITUTE OF TECHNOLOGY WO2005/110397, 2005, A1 Location in patent:Page/Page column 31-32

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