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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1393848Generated: October 31, 2026

Water → Methyl 2-{4-[(3,7-dimethyl-2,6-octadienyl)oxy]phenyl}acetate

https://huagongshe.com/reaction/1393848

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
ReactantBenzeneacetic acid, 4-hydroxy-, methyl esterHCID 518900—
Reactant2,6-Octadiene, 1-bromo-3,7-dimethyl-, (2E)-HCID 5365867—
SolventAcetoneHCID 180—
ProductMethyl 2-{4-[(3,7-dimethyl-2,6-octadienyl)oxy]phenyl}acetateHCID 6930659992.2%

Reaction Steps

Methyl 4-hydroxyphenylacetate (6.00 g, 36.11 mmol) was dissolved in acetone (90 ml), and then potassium carbonate (9.98 g, 72.22 mmol) and geranyl bromide(14.34 ml, 72.22 mmol) were added thereto. After being refluxed for 4 hours, the mixture, with water added thereto, was extracted with ethyl acetate. The organic layer was washed with saturated ammonium chloride water and saturated brine successively, and dried over MgSO4. The solvent was evaporated out and the obtained residue was purified by silica gel column chromatography (5% ethyl acetate/hexane), to give methyl 2-{4-[(3,7-dimethyl-2,6-octadienyl)oxy]phenyl}acetate (10.07 g, 92%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07348017B2
Source datasetuspto-grants-2008_03
ORD IDord-08dd9b8c067f4662880f983f1bca2556
Source noteuspto-grants-2008_03