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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 323678Generated: October 31, 2026

Methylamine → 3,5-Dichloro-1-(3,3-dichloro-2-propenyloxy)-4-(4-(methylamino)butyloxy)benzene

https://huagongshe.com/reaction/323678

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylamineHCID 6329—
ReactantPotassium CarbonateHCID 11430—
ReactantSodium BicarbonateHCID 516892—
Reactant1-[4-(3,3-Dichloroprop-2-enyloxy)-2,6-dichlorophenoxy]-4-bromobutaneHCID 22257145—
SolventMethanolHCID 887—
SolventDimethylformamideHCID 6228—
Product3,5-Dichloro-1-(3,3-dichloro-2-propenyloxy)-4-(4-(methylamino)butyloxy)benzeneHCID 2200679989%

Reaction Steps

A mixture of 1.0 g of 3,5-dichloro-1-(3,3-dichloro-2-propenyloxy)-4-(4-bromobutyloxy)benzene, 4 ml of 40% methanol solution of methylamine, 0.33 g of potassium carbonate and N,N-dimethylformamide was stirred at room temperature for 24 hours. To the reaction mixture was added 100 ml of saturated aqueous sodium hydrogen carbonate solution, and the mixture was extracted with 100 ml of ethyl acetate. The ethyl acetate layer was successively washed with 100 ml of saturated sodium hydrogen carbonate and saturated saline solution, dried over anhydrous magnesium sulfate, and then concentrated, which afforded 0.80 g of 3,5-dichloro-1-(3,3-dichloro-2-propenyloxy)-4-(4-(methylamino)butyloxy)benzene (89% yield), nD26.0 1.5545.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06214835B1
Source datasetuspto-grants-2001_04
ORD IDord-6e73d0f236074b3ca143c85be72d9340
Source noteuspto-grants-2001_04