ChemicalBook CAS DataBase List (R)-(+)-1,2-EPOXYDODECANE

(R)-(+)-1,2-EPOXYDODECANE synthesis

9synthesis methods

Product Name:(R)-(+)-1,2-EPOXYDODECANE
CAS Number:109856-85-1
Molecular formula:C12H24O
Molecular Weight:184.32

1146207-13-7
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109856-85-1
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Yield:109856-85-1 95%

Reaction Conditions:

with sodium hydroxide in tetrahydrofuran;methanol at 0 - 20; for 3 h;Temperature;Concentration;

Steps:

7

[00215j Synthesis of compound 5.1: To a solution of 4.1 (243.49 g) in 1:2.6 MeOH-THF (3.6 L) stirred at 0 °C was slowly added aqueous NaOH solution (1.5 M, 0.89 L, 1.33 mole). The resulting mixture was allowed to warm up and stirred at room temperature for 3 h. TLC analysis showed complete disappearance of 4.1. Organic solvents were evaporated, and the aqueous layer was extracted with Et20 (1 L + 500 mL x 2). The organic extracts were combined, washed with brine (600 mL), and dried over anhydrous magnesium sulfate. Solvents were evaporated under vacuum to give a residue which was purified on silica gel column (hexanes to 10% EtOAc/hexanes) to provide the epoxide 5.1 (193.7 g, 95%) as a light yellow oil.

References:

WO2015/200465,2015,A1 Location in patent:Paragraph 00215

2855-19-8 Synthesis