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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 601987Generated: October 26, 2026

Tetrahydrofuran → N-((1S)-1-cyclohexylethyl)-4-(2-propynyloxy)-3,5-dimethoxybenzamide

https://huagongshe.com/reaction/601987

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantTriethylamineHCID 8471—
Reactant(S)-(+)-1-CyclohexylethylamineHCID 5325951—
Reactant3,5-Dimethoxy-4-(2-propynyloxy)benzoyl chlorideHCID 57445669—
SolventEthyl AcetateHCID 8857—
ProductN-((1S)-1-cyclohexylethyl)-4-(2-propynyloxy)-3,5-dimethoxybenzamideHCID 5770118881.5%

Reaction Steps

To a mixture of 5 ml of THF and 0.38 g of 3,5-dimethoxy-4-(2-propynyloxy)benzoyl chloride were added 0.21 g of (1S)-1-(cyclohexyl)ethylamine and 0.23 g of triethylamine in order at room temperature. The mixture obtained was stirred at room temperature for 4 hours. Then, ethyl acetate was added to the reaction mixture and the mixture was filtered through Celite. The filtrate was concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to obtain 0.42 g of N-((1S)-1-cyclohexylethyl)-4-(2-propynyloxy)-3,5-dimethoxybenzamide (hereinafter, described as the compound 23 of the present invention) represented by the formula:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07902400B2
Source datasetuspto-grants-2011_03
ORD IDord-37d67e90bc8147868db054ec37315321
Source noteuspto-grants-2011_03