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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1292022Generated: October 25, 2026

Potassium Carbonate → Benzyl 2-hydroxy-4-(2-methylallyloxy)benzoate

https://huagongshe.com/reaction/1292022

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantCrotyl chlorideHCID 11589—
ReactantBenzyl 2,4-dihydroxybenzoateHCID 7500968—
SolventDimethylformamideHCID 6228—
ProductBenzyl 2-hydroxy-4-(2-methylallyloxy)benzoateHCID 2182974157.5%

Reaction Conditions

Temperature40 °C

Reaction Steps

To a mixture of 17 g of benzyl 2,4-dihydroxybenzoate (0.07 mol) and 10 g of potassium carbonate (0.077 mol) in 60 ml of DMF brought to 70° C. were added 6.81 ml of methyallyl chloride (0.07 mol) dropwise over 1 hour. The mixture was left at 70° C. for 2 hours. It is cooled to about 40° C. and the salts are filtered off. The salts were washed with DMF. The liquids were combined, and the solvent was evaporated off. A brown oil was obtained which was purified on silica (eluent: 70/30 heptane/CH2Cl2). The head fractions were pooled to give 12 g (yield: 57%) of benzyl 2-hydroxy-4-(2-methylallyloxy)benzoate in the form of a colourless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05756485
Source datasetuspto-grants-1998_05
ORD IDord-71bd019167044c588c71b820d44cdbe3
Source noteuspto-grants-1998_05