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ChemicalBook CAS DataBase List 1,2-Decanediol
1119-86-4

1,2-Decanediol synthesis

12synthesis methods
Synthesis of 1,2-decanediol: A homogeneous clear solution is prepared by adding 3 moles of acetone to 1 mole of a mixture of 1-nonene oxide and 1-decene oxide at room temperature. After 50 grams of 5% aqueous sulfuric acid to the solution, the acetone is evaporated off and the resulting solution is neutralized by adding an aqueous sodium hydroxide. The neutralized solution is extracted with pet ether and the extract dried over anhydrous magnesium sulfate. The pet ether is stripped off and a mixture of 1,2-nonanediol and 1,2-decanediol is obtained by distilling under vacuo.
-

Yield:1119-86-4 89%

Reaction Conditions:

with water in acetonitrile at 20; for 24 h;Reagent/catalyst;

Steps:

General Procedure for Hydrolysis of Epoxides Catalyzed by ATRT

General procedure: ATRT (100 mg, 5.0 mol%) was added to a solution of 1 (240 mg, 2.0 mmol) in MeCN-H2O (1 : 1) (4 mL). The mixture was stirred at room temperature for 1 h. The catalyst was collected and washed with MeCN. Evaporation of the filtrate gave a residue which was purified by column chromatography on silica gel using hexane-acetone (2:1) as eluent to afford 31 (237 mg, 86%).

References:

Tanemura, Kiyoshi;Suzuki, Tsuneo [Synthetic Communications,2016,vol. 46,# 22,p. 1781 - 1789] Location in patent:supporting information

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