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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1049596Generated: October 29, 2026

Ammonium Chloride → 1-(2'-Fluoro-5'-methoxy-4-((4-methoxybenzyl)oxy)biphenyl-2-yl)-2,2-dimethylpropan-1-one

https://huagongshe.com/reaction/1049596

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
ReactantEthyl 2'-fluoro-5'-methoxy-4-((4-methoxybenzyl)oxy)biphenyl-2-carboxylateHCID 117759585—
ReactantHCID 178418306HCID 178418306—
SolventPentaneHCID 8003—
SolventTetrahydrofuranHCID 8028—
Product1-(2'-Fluoro-5'-methoxy-4-((4-methoxybenzyl)oxy)biphenyl-2-yl)-2,2-dimethylpropan-1-oneHCID 117759873—

Reaction Conditions

Temperature-78 °C

Reaction Steps

Under a nitrogen atmosphere, to a solution of ethyl 2′-fluoro-5′-methoxy-4-((4-methoxybenzyl)oxy)biphenyl-2-carboxylate (524 mg) in THF (10 mL) was added a solution (1.6 M, 1.6 mL) of tert-butyllithium in pentane at −78° C., and the mixture was stirred at −78° C. for 30 min. To the reaction mixture was added saturated aqueous ammonium chloride solution, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (268 mg) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09382188B2
Source datasetuspto-grants-2016_07
ORD IDord-9184c018a5b54b0581158aadbacec934
Source noteuspto-grants-2016_07