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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2222498Generated: November 2, 2026

Water → HCID 67048388, compound

https://huagongshe.com/reaction/2222498

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAllyl bromideHCID 7841—
ReactantPotassium tertbutoxideHCID 50987170—
ReactantMethyl 3-methyl-4-[(1-oxo-4-penten-1-yl)amino]benzoateHCID 67048349—
SolventDimethylformamideHCID 6228—
ProductHCID 67048388HCID 67048388—

Reaction Conditions

Temperature70 °C

Reaction Steps

1.00 g (4.04 mmol) methyl 3-methyl-4-(pent-4-en-1-oyl-amino)-benzoate dissolved in 5 ml DMF are combined with 500 mg (4.37 mmol) potassium-tert.-butoxide and at 40° C. 350 μl (489 mg, 4.04 mmol) allylbromide are slowly added with stirring. Then the mixture is heated to 70° C. for 3 hours. Then the reaction mixture is poured into water and extracted with ethyl acetate. The combined organic phases are dried over sodium sulphate, evaporated down i. vac., the residue is applied to silica gel and purified by chromatography on silica gel (eluant: petroleum ether/ethyl acetate 9:1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07371743B2
Source datasetuspto-grants-2008_05
ORD IDord-95c35fa5dede4d53a15e3b060cbe0389
Source noteuspto-grants-2008_05