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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 394642Generated: October 30, 2026

Dimethylformamide → 3-(4-[2-([10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-yl]-methyl-amino)-ethoxy]-phenyl)-2-ethoxypropanoic acid ethyl ester

https://huagongshe.com/reaction/394642

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
ReactantEthyl 2-ethoxy-3-[4-(2-bromoethoxy)-phenyl]propanoateHCID 11002461—
Reactant5-(Methylamino)-10,11-dihydro-5h-dibenzo[a,d]cycloheptene hydrochlorideHCID 22727797—
SolventBenzeneHCID 241—
SolventWaterHCID 962—
Product3-(4-[2-([10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-yl]-methyl-amino)-ethoxy]-phenyl)-2-ethoxypropanoic acid ethyl esterHCID 987007765%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 5-(methylamino)-10,11-dihydro-5H-dibenzo[a,d]cycloheptene hydrochloride(1.8 g, 6.94 mmol), ethyl 3-(4-bromethoxyphenyl)-2-ethoxypropanoate (2.4 g, 6.95 mmol), potassium carbonate (2.9 g, 21 mmol) and dimethylformamide (7 ml) was heated at 100° C. for 5 h. Benzene (200 ml) and water (200 ml) were added and the phases were separated. The organic phase was dried and the solvent evaporated in vacuo. The residue was purified by chromatography on silica gel eluting with benzene/chloroform to give 2.2 g (65%) of the title compound as an oil. RF=0.60 (chloroform/ethanol/ammonia=20:2:0.1)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06602901B2
Source datasetuspto-grants-2003_08
ORD IDord-42a19888a1124748b82b7a44a4f263f9
Source noteuspto-grants-2003_08