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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 404375Generated: October 29, 2026

Hydrochloric Acid → ((1,1-Dimethylethyl)oxymethyl)-2'-fluoro-5'-(methyloxy)-1,1'-biphenyl-4-carboxylic acid

https://huagongshe.com/reaction/404375

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium t-butoxideHCID 23676156—
ReactantMethyl 2-(bromomethyl)-2'-fluoro-5'-(methyloxy)-1,1'-biphenyl-4-carboxylateHCID 57705537—
SolventDimethylformamideHCID 6228—
Product((1,1-Dimethylethyl)oxymethyl)-2'-fluoro-5'-(methyloxy)-1,1'-biphenyl-4-carboxylic acidHCID 5770553520%

Reaction Steps

A mixture of T39.2 (0.245 g, 0.69 mmol) and sodium 2-methylpropan-2-olate (0.20 g, 2.1 mmol) in DMF (6 mL) was stirred at room temperature for 28 minutes. The mixture was acidified with 1N HCl to pH 3-4 and then was extracted with EtOAc (100 mL). The organic phase was washed with brine and dried over anhydrous Na2SO4. After removing solvent, the residue was purified by flash chromatography (silica gel, 1:4 EtOAc/hexane) and gave T39.3 (49 mg) in 20% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08748462B2
Source datasetuspto-grants-2014_06
ORD IDord-0af8127605f44c5e80c75cf44e7cf529
Source noteuspto-grants-2014_06