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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2190506Generated: October 31, 2026

Methanol → 3-(1-Cyanocyclopropyl)benzoic acid

https://huagongshe.com/reaction/2190506

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantWaterHCID 962—
ReactantMethyl 3-(1-cyanocyclopropyl)benzoateHCID 57441038—
SolventTetrahydrofuranHCID 8028—
Product3-(1-Cyanocyclopropyl)benzoic acidHCID 5744103961%

Reaction Steps

To a solution of methyl 3-(1-cyanocyclopropyl)benzoate (1.3 g, 6.4 mmol) in tetrahydrofuran (12 mL) were added lithium hydroxide•monohydrate (0.44 g, 11 mmol), methanol (4.0 mL) and water (6.0 mL), and the mixture was stirred at room temperature for 14 hr. The solvent was evaporated under reduced pressure, and the residue was diluted with water (5.0 mL). The mixture was adjusted to pH 5 by slowly adding 1N hydrochloric acid. The resulting, white precipitate was collected by filtration, washed with water, and dried to give the title compound (0.73 g, 61%) as a white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08324395B2
Source datasetuspto-grants-2012_12
ORD IDord-94742ded188c4410aaab8b1c83416224
Source noteuspto-grants-2012_12