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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 503159Generated: October 29, 2026

Diisopropylamine → HCID 22260708, compound

https://huagongshe.com/reaction/503159

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylamineHCID 7912—
ReactantAmmonium ChlorideHCID 25517—
Reactant3-FluorobenzaldehydeHCID 68009—
Reactant2-Bromo-5-fluoroanisoleHCID 7018043—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
SolventHexaneHCID 8058—
ProductHCID 22260708HCID 22260708—

Reaction Conditions

Temperature-60 °C

Reaction Steps

A total of 1.64 ml of diisopropylamine was dissolved in 27 ml of tetrahydrofuran, 6.8 ml of a 1.57 M solution of n-butyllithium in hexane was added at −50° C. under stirring, and the mixture was stirred at −30° C. for 30 minutes. After cooling to −60° C., 2 g of 1-bromo-4-fluoro-2-methoxy-benzene obtained in Production Example II-1-a was added and the mixture was stirred at −60° C. for 1 hour. Then, 1.55 ml of 3-fluoro-benzaldehyde was added, followed by stirring for 1 hour. Saturated aqueous ammonium chloride solution was added to the reaction mixture, and the mixture was extracted with diethyl ether. The resulting organic layer was washed with brine, dried over magnesium sulfate and the solvent was evaporated, to give 2.4 g of the title compound as a yellow-brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07776890B2
Source datasetuspto-grants-2010_08
ORD IDord-0314639e2c1f45dca72faecddf3e1f77
Source noteuspto-grants-2010_08