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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 924583Generated: October 31, 2026

Dimethylformamide → 2,6-Diisopropyl-4-bromobenzaldehyde

https://huagongshe.com/reaction/924583

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant5-Bromo-2-iodo-1,3-diisopropylbenzeneHCID 57437667—
ReactantButyllithiumHCID 178418339—
SolventTolueneHCID 1140—
Product2,6-Diisopropyl-4-bromobenzaldehydeHCID 57437668—

Reaction Steps

A 150 mL of dry toluene solution of 1-iodo-2,6-diisopropyl-4-bromobenzene (17.6 g, 0.048 mol) was treated with n-BuLi (1.6 M in hexane, 75 mL) at −78° C. in 30 minutes. After stirring for 15 minutes, dry DMF (20 mL) in 50 mL of toluene was added dropwise. The resulting mixture was slowly warmed up to room temperature. After regular work up, the crude product was distilled at 140° C. under vacuum to afford 2,6-diisopropyl-4-bromobenzaldehyde (11.5 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09281483B2
Source datasetuspto-grants-2016_03
ORD IDord-05da692c0c68404591d726f75dd4569a
Source noteuspto-grants-2016_03