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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2309034Generated: November 1, 2026

Ethylmorpholine → HCID 14181528, compound

https://huagongshe.com/reaction/2309034

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylmorpholineHCID 7525—
ReactantDicyclohexylcarbodiimideHCID 10868—
ReactantCyclopentanecarboxylic acidHCID 18840—
ReactantBenzyl 3-phenyl-L-alaninateHCID 736312—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductHCID 14181528HCID 14181528—

Reaction Conditions

Temperature0 °C

Reaction Steps

A cool solution of 2.06 gm of dicyclohexylcarbodiimide in 10 ml of dichloromethane was added to a solution of 1.4114 gm of cyclopentanecarboxylic acid in 5 ml of dichloromethane at -5° C. It was followed by the addition of 4.28 gm of phenylalanine benzyl ester touluenesulfonate salt in 10 ml of DMF which was neutralized with 1.36 ml of N-ethyl morpholine. The reaction mixture was stirred at 0° C. for one hour and then at room temperature for three hours. Dicyclohexylurea was removed by filtration and 50 ml of ethyl acetate was added to the filtrate. The organic phase was washed until neutral, dried over anhydrous MgSO4 and filtered. The solvent was removed with a rotary evaporator. The residue was crystallized from isopropanol and hexane yielding 2.35 gm of white crystals having a melting point of 88°-89° C. Elemental analysis of these crystals yielded the following.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04692458
Source datasetuspto-grants-1987_09
ORD IDord-ad273bef0e71432c9a91ed13fc17754d
Source noteuspto-grants-1987_09