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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 523570Generated: October 27, 2026

Dimethylformamide → 5-Bromo-2,4-difluorobenzaldehyde

https://huagongshe.com/reaction/523570

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant1,5-Dibromo-2,4-difluorobenzeneHCID 10564511—
ReactantButyllithiumHCID 178418339—
SolventDiethyl EtherHCID 3283—
Product5-Bromo-2,4-difluorobenzaldehydeHCID 2226076961.3%

Reaction Steps

Using analogous reagents and reaction conditions as described in Example 27 for the preparation of I-27a above, 1,5-dibromo-2,4-difluorobenzene (3 g, 11.07 mmol) in dry ether was reacted with DMF (1.05 mL, 14.39 mmol) and n-butyl lithium (6.08 ml, 11.56 mmol to afford the crude product. Purification by column chromatography on silica gel (2% ethyl acetate in hexane) afforded 1.5 g of the product (61% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09339501B2
Source datasetuspto-grants-2016_05
ORD IDord-167eff5df4844b98b424a05f4c65a53d
Source noteuspto-grants-2016_05