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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 427510Generated: October 26, 2026

Dimethylformamide → 2-Isopropyl-6-methylbenzaldehyde

https://huagongshe.com/reaction/427510

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantMagnesiumHCID 5462224—
Reactant2-Bromo-1-isopropyl-3-methylbenzeneHCID 14534570—
SolventDiethyl EtherHCID 3283—
Product2-Isopropyl-6-methylbenzaldehydeHCID 1246704733%

Reaction Steps

To a solution of 1-bromo-2-isopropyl-6-methylbenzene (6.9 g, 32.4 mmol) in diethyl ether (50 ml) was added magnesium turnings (0.9 g, 37 mmol) and the mixture was refluxed in nitrogen atmosphere until the reaction was started and was then stirred overnight at room temperature. Dimethylformamide (4 ml) was added dropwise during 10 min. and the mixture was stirred for 30 min. Saturated ammmoniumchloride solution (30 ml) was added and the mixture was stirred for 1 h. The organic layer was separated, filtrated and evaporated under reduced pressure. Purification by column chromatography on silica gel using hexane:methylene chloride (3:2) as eluent gave 1.75 g (33%) of the title compound .

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06313137B1
Source datasetuspto-grants-2001_11
ORD IDord-bb5ea198fbde4afeb2dd934f21b8792d
Source noteuspto-grants-2001_11