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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1477234Generated: November 4, 2026

Sodium Hydroxide → 4-(2-Bromoethynyl)benzoic acid

https://huagongshe.com/reaction/1477234

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactantmethyl 4-(bromoethynyl)benzoateHCID 10966594—
SolventMethanol tetrahydrofuran waterHCID 21892291—
Product4-(2-Bromoethynyl)benzoic acidHCID 7100676696.8%

Reaction Conditions

Temperature25 °C

Reaction Steps

To a solution of methyl 4-(bromoethynyl)benzoate (67 g, 280 mmol) in CH3OH/THF/H2O=5/5/1 (1100 mL) was added NaOH (44.84 g) and the reaction mixture was stirred at 25° C. for 3 hr. The volatiles were removed under reduced pressure and the resulting solution was neutralized with 1 N HCl to pH 3-5. Solids were collected by filtration, washed with water and dried at 50° C. for 5 hr to yield 4-(bromoethynyl)benzoic acid (INT-1) (61 g, 96%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09403758B2
Source datasetuspto-grants-2016_08
ORD IDord-71fbb31b82a440599c07f0b2c4ac7fa4
Source noteuspto-grants-2016_08