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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 851161Generated: October 31, 2026

Sodium Carbonate → Trans-N-(2H-1-benzopyran-4-yl-methyl)-N-methyl-cinnamylamine

https://huagongshe.com/reaction/851161

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantN-MethylcinnamylamineHCID 6387604—
Reactant4-chloromethyl-2H-1-benzopyraneHCID 13392715—
SolventDimethylformamideHCID 6228—
ProductTrans-N-(2H-1-benzopyran-4-yl-methyl)-N-methyl-cinnamylamineHCID 13392716—

Reaction Steps

1.15 g of trans-N-cinnamyl-methylamine in 20 ml of dimethylformamide are slowly added dropwise with stirring to 1.4 g of 4-chloromethyl-2H-1-benzopyrane and 0.8 g of sodium carbonate in 40 ml dimethylformamide. Stirring is continued for 24 hours at room temperature, the resulting mixture evaporated under vacuum and the residue taken up in ethylacetate/water. The organic phase is separated, washed with 1% tartaric acid, saturated NaHCO3 and saturated NaCl, dried over MgSO4 and concentrated by evaporation. After purification by chromatography on kieselgel (eluant toluene/ethylacetate 10/1) the title compound is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04382951
Source datasetuspto-grants-1983_05
ORD IDord-1d2b79bb0d1047129aa2d0dc8f0e25f1
Source noteuspto-grants-1983_05