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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2192480Generated: November 1, 2026

Lithium Hydroxide → 3-Cyano-4-(cyclopropylmethoxy)benzoic acid

https://huagongshe.com/reaction/2192480

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium HydroxideHCID 3939—
ReactantMethyl 3-cyano-4-(cyclopropylmethoxy)benzoateHCID 66877477—
SolventMethanolHCID 887—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product3-Cyano-4-(cyclopropylmethoxy)benzoic acidHCID 6687800173.4%

Reaction Steps

Methyl 3-cyano-4-[(cyclopropylmethyl)oxy]benzoate (D23; 74 mg, 0.320 mmol) was stirred at room temperature under nitrogen with lithium hydroxide (15.33 mg, 0.640 mmol) in tetrahydrofuran (THF) (2 ml), methanol (2 ml) and water (1 ml) for 20 h. The mixture was partitioned between water (20 ml), 2N hydrochloric acid (5 ml) and ethyl acetate (3×20 ml), and the organic layer was washed with saturated aqueous sodium chloride, dried (MgSO4) and evaporated in vacuo to give the title compound as a white solid (51 mg)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08329730B2
Source datasetuspto-grants-2012_12
ORD IDord-b585d34c52f9402b96a47613b54e061b
Source noteuspto-grants-2012_12