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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1691523Generated: October 27, 2026

Ammonium Acetate → Methyl 2-(4-hydroxyphenyl)cyclopropane-1-carboxylate

https://huagongshe.com/reaction/1691523

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium AcetateHCID 517165—
ReactantMethyl 2-[4-(acetyloxy)phenyl]cyclopropane-1-carboxylateHCID 59364054—
SolventMethanolHCID 887—
SolventWaterHCID 962—
ProductMethyl 2-(4-hydroxyphenyl)cyclopropane-1-carboxylateHCID 5936406996%

Reaction Steps

Methyl 2-[4-(acetyloxy)phenyl]cyclopropanecarboxylate (2.26 g, 9.65 mmol) was dissolved in a mixed solvent of methanol (80 mL) and water (20 mL), and ammonium acetate (5.95 g, 77.2 mmol) was added. The mixture was stirred at room temperature for 10 hr and further stirred at 60° C. for 8 hr. The reaction mixture was concentrated under reduced pressure, and the residue was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate:hexane=5:95-40:60) to give the title compound (1.78 g, yield 96%) as colorless crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08153694B2
Source datasetuspto-grants-2012_04
ORD IDord-673af29b4c074b67b40a7c6db9c941bc
Source noteuspto-grants-2012_04