Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2189145Generated: October 29, 2026

Dimethylformamide → HCID 77174822, compound

https://huagongshe.com/reaction/2189145

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactanttert-Butyl methyl etherHCID 15413—
Reactant1-Bromo-5-chloro-4-fluoro-2-iodobenzeneHCID 50998080—
ReactantButyllithiumHCID 178418339—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 77174822HCID 77174822—

Reaction Conditions

Temperature-78 °C

Reaction Steps

A solution of 1 mmol of n-butyllithium (1N in hexane) is added dropwise to a solution of 1 mmol of 1-bromo-5-chloro-4-fluoro-2-iodo-benzene in 20 ml of tetrahydrofuran cooled to −78° C. After the addition, 1.1 mmol of N,N-dimethylformamide is added and the mixture is allowed to warm to room temperature. 100 ml of tert-butylmethyl ether then 20 ml of water are added. The organic phase is separated, washed with 20 ml of brine, dried over sodium sulfate, filtered and concentrated under reduced pressure. The resulting residue is purified by flash chromatography (SiO2 60 F) to afford the title compound which is identified based on the Rf value.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08324235B2
Source datasetuspto-grants-2012_12
ORD IDord-9bd65d72eb75415199fdea3ad293c960
Source noteuspto-grants-2012_12