Quizalofop-p-tefuryl synthesis

Yield:-

Reaction Conditions:

with tributyl-amine;potassium carbonate in N,N-dimethyl-formamide;toluene

Steps:

9 EXAMPLE 9
EXAMPLE 9 6.9 g (0.02 mol) of D(+)-2-[4-(6-chloro-2-quinoxalyloxy)phenoxy]propionic acid, 15.9 g of toluene and 4.64 g of N,N-dimethylformamide were charged into a flask, and the temperature was raised to 60° C. To this reaction solution, 8.3 g (0.06 mol) of potassium carbonate and 0.5 ml of tri-n-butylamine were further added, and 7.2 g (0.04 mol) of tetrahydrofurfuryl 2-methanesulfonate was added dropwise thereto at 60° C., followed by stirring for 2 hours. Then, the temperature was raised, and the mixture was stirred at 80° C. for 14 hours. After cooling, the reaction solution was washed three times with water. Then, toluene was distilled off under reduced pressure to obtain tetrahydrofurfuryl D(+)-2-[4-(6-chloro-2-quinoxalyloxy)phenoxy]propionate. The optical purity was 96%ee.

References:

Nissan Chemical Industries, Ltd. US6136977, 2000, A

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