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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1845259Generated: October 30, 2026

Hydrochloric Acid → 5-(Hydroxy(phenyl)methyl)-4'-methylbiphenyl-3-carboxylic acid

https://huagongshe.com/reaction/1845259

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantLithium HydroxideHCID 3939—
ReactantEthyl 5-(hydroxy(phenyl)methyl)-4'-methylbiphenyl-3-carboxylateHCID 58188027—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
Product5-(Hydroxy(phenyl)methyl)-4'-methylbiphenyl-3-carboxylic acidHCID 58187984—

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of ethyl 5-(hydroxy(phenyl)methyl)-4′-methylbiphenyl-3-carboxylate (230 mg, 0.66 mmol) in 1,4-dioxane (2 mL) and water (1 mL) was added lithium hydroxide (48 mg, 2 mmol). The reaction mixture was stirred at 60° C. overnight. After cooling, the mixture was acidified with 15% HCl (aq.) to pH=5, and extracted with EtOAc. The organic layer was dried and concentrated in vacuo to afford the title compound as a white solid. 1H NMR (300 MHz, acetone-d6): 8.14 (t, 1H, J=2.0 Hz), 8.09 (m, 1H), 7.97 (m, 1H), 7.60-7.47 (m, 4H), 7.37-7.19 (m, 5H), 6.00 (s, 1H), 2.37 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946439B2
Source datasetuspto-grants-2015_02
ORD IDord-ecede689ec8d4c42be95557e01f9239f
Source noteuspto-grants-2015_02