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ChemicalBook CAS DataBase List Methyl 3-(allyloxy)benzoate
79250-46-7

Methyl 3-(allyloxy)benzoate synthesis

7synthesis methods
19438-10-9 Synthesis
Methyl 3-hydroxybenzoate

19438-10-9
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Methyl 3-(allyloxy)benzoate

79250-46-7
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Yield:79250-46-7 100%

Reaction Conditions:

with potassium carbonate in acetone; for 20.5 h;Heating / reflux;

Steps:

8

Methyl 3-hydroxybenzoate (1.0 wt), potassium carbonate (2.0 eq., 1.8 wt), acetone (6 vol) and allyl bromide (1.0 eq., 0.8 wt) were charged to the reactor. The feed vessel was rinsed two times with acetone (2 x 0.3 vol) and the mixture stirred at reflux for 5 hours. Additional allyl bromide (1.0 eq., 0.8 wt) was added, the feed vessel was rinsed two times with acetone (2 x 0.3 vol) and the mixture was stirred at reflux for 15.5 hours. The suspension was cooled to 20 0C and filtered, the filter cake was washed with acetone (2 x 1.0 vol). The filtrate was concentrated in the reactor at a jacket temperature of 50 0C. Further concentration at the rotavap (50 0C) gave the title compound as a yellowish oil. Yield (% theory): 100%

References:

WO2009/34133,2009,A1 Location in patent:Page/Page column 16-17