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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 539445Generated: October 30, 2026

Water → 4-Bromo-2,6-diisopropylaniline

https://huagongshe.com/reaction/539445

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDiisopropylanilineHCID 32484—
ReactantN-bromobutanimideHCID 67184—
SolventDimethylformamideHCID 6228—
Product4-Bromo-2,6-diisopropylanilineHCID 11780114100%

Reaction Conditions

Temperature2.5 °C

Reaction Steps

A solution of NBS (24.59 g, 137 mmol) in DMF (160 mL) was added slowly to a solution of 2,6-diisopropylaniline (25 g, 137 mmol) in DMF (300 mL) at 0-5° C. under a nitrogen atmosphere over a period of 20 minutes. The reaction mixture was stirred at 0-5° C. After the reaction was complete, water was added and the oil suspension was stirred at rt. The aqueous layer was decanted out and the remaining oil was dissolved in ethyl acetate. The organic layer was separated, washed water and brine. Evaporation gave light brown oil (35.1 g, 100% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08871361B2
Source datasetuspto-grants-2014_10
ORD IDord-30f6853a89ff443cb07b4f18d940dd44
Source noteuspto-grants-2014_10