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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 606702Generated: October 29, 2026

Dimethylformamide → 2,6-Diisopropyl-4-bromobenzaldehyde

https://huagongshe.com/reaction/606702

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 numberUS07915415B2
Source datasetuspto-grants-2011_03
ORD IDord-83f2cd64b82b41b19a1907869aadbef6
Source noteuspto-grants-2011_03