Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 523560Generated: October 31, 2026

Dimethylformamide → 4-Bromo-2,6-difluorobenzaldehyde

https://huagongshe.com/reaction/523560

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantDiisopropylamineHCID 7912—
Reactant1-Bromo-3,5-difluorobenzeneHCID 136313—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
Product4-Bromo-2,6-difluorobenzaldehydeHCID 277329061%

Reaction Steps

Using analogous reaction condition and reagents as described in Example 20 for the preparation of I-20a above, 1-bromo-3,5-difluoro-benzene (2 g, 2.10.36 mmol) in THF was reacted with DMF (1.43 g, 19.68 mmol), n-butyl lithium (1.56 ml, 12.4 mmol) and diisopropyl amine (0.57 mL, 15.5 mmol) to afford crude product. Purification by column chromatography on silica gel (2% ethyl acetate in hexane) afforded 1.35 g of the product (61% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09339501B2
Source datasetuspto-grants-2016_05
ORD IDord-829826c63a8c481fa3d5815135a8655c
Source noteuspto-grants-2016_05