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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 709657Generated: October 25, 2026

Sodium Hydroxide → 3-(Benzyloxy)-4-methylbenzoic acid

https://huagongshe.com/reaction/709657

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant3-Benzyloxy-4-methylbenzoic acid benzyl esterHCID 58437241—
SolventMethanolHCID 887—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product3-(Benzyloxy)-4-methylbenzoic acidHCID 2290318889.3%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of benzyl 3-(benzyloxy)-4-methylbenzoate (4.30 g) in methanol (40 mL) and THF (40 mL) was added a solution of sodium hydroxide (2.60 g) in water (40 mL), and the mixture was stirred at 70° C. for 2 hr. The reaction mixture was allowed to cool to room temperature, and evaporated under reduced pressure. Water (20 mL) was added to the residue, and the mixture was adjusted with 1N hydrochloric acid to pH<4. The precipitated crystals were collected by filtration, and dried to give the title compound (2.80 g) as white crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181186B2
Source datasetuspto-grants-2015_11
ORD IDord-eccaeb3ba55244ea9dc44c688cbddb67
Source noteuspto-grants-2015_11