Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2086032Generated: October 31, 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/2086032

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 numberUS06723731B2
Source datasetuspto-grants-2004_04
ORD IDord-70e62693081640a0bd7677859949f12a
Source noteuspto-grants-2004_04