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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 601985Generated: October 25, 2026

Tetrahydrofuran → N-((1S)-1-cyclohexylethyl)-4-(2-propynyloxy)-3-methoxybenzamide

https://huagongshe.com/reaction/601985

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantTriethylamineHCID 8471—
Reactant(S)-(+)-1-CyclohexylethylamineHCID 5325951—
Reactant3-Methoxy-4-(2-propynyloxy)benzoyl chlorideHCID 57445671—
SolventEthyl AcetateHCID 8857—
ProductN-((1S)-1-cyclohexylethyl)-4-(2-propynyloxy)-3-methoxybenzamideHCID 5770115678.3%

Reaction Steps

To a mixture of 10 ml of THF and 0.30 g of 3-methoxy-4-(2-propynyloxy)benzoyl chloride were added 0.21 g of (1S)-1-(cyclohexyl)ethylamine and 0.20 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 washed with methyl tert-butyl ether and hexane to obtain 0.33 g of N-((1S)-1-cyclohexylethyl)-4-(2-propynyloxy)-3-methoxybenzamide (hereinafter, described as the compound 21 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-975a8bbb487b43fa81581330c690b362
Source noteuspto-grants-2011_03