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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 338210Generated: October 30, 2026

Dimethylformamide → 2,6-Diisopropyl-4-bromobenzaldehyde

https://huagongshe.com/reaction/338210

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 numberUS08889864B2
Source datasetuspto-grants-2014_11
ORD IDord-92f6288e6b3842dd9f76fc58992d3efd
Source noteuspto-grants-2014_11