Pentethylcyclanone

Pentethylcyclanone
Clinical data
Other names	Ciclexanona, cyclexanonum, cyclexanone
Identifiers
	IUPAC name 2-(Cyclopenten-1-yl)-2-(2-morpholin-4-ylethyl)cyclopentan-1-one;
CAS Number	15301-52-7 ;
PubChem CID	10355398;
ChemSpider	8530850 ;
UNII	2OU4KS37EO;
CompTox Dashboard (EPA)	DTXSID50934664 ;
Chemical and physical data
Formula	C16H25NO2
Molar mass	263.381 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C1CC=C(C1)C2(CCCC2=O)CCN3CCOCC3;
	InChI InChI=1S/C16H25NO2/c18-15-6-3-7-16(15,14-4-1-2-5-14)8-9-17-10-12-19-13-11-17/h4H,1-3,5-13H2 ; Key:KUOYUNPLUMKQIF-UHFFFAOYSA-N ;

Pentethylcyclanone is an antitussive medication.^[1]

Synthesis

Pentethylcyclanone can be prepared by alkylation of the anion of the self-condensation product of cyclopentanone with N-(2-chloroethyl)-morpholine.^[2]^[1]

References

^ ^a ^b Dutta S, Bhat NS (December 2021). "Catalytic Transformation of Biomass-Derived Furfurals to Cyclopentanones and Their Derivatives: A Review". ACS Omega. 6 (51): 35145–35172. doi:10.1021/acsomega.1c05861. PMC 8717399. PMID 34984249.
^ DE 1059901, Ueberwasser H, "Verfahren zur Herstellung von substituierten 2-Amino-alkylcycloalkanonen bzw, ihren Salzen [Process for the preparation of substituted 2-amino-alkylcycloalkanones or their salts]", published 1959-06-25, assigned to Ciba AG

[Dutta_2021-1] Dutta S, Bhat NS (December 2021). "Catalytic Transformation of Biomass-Derived Furfurals to Cyclopentanones and Their Derivatives: A Review". ACS Omega. 6 (51): 35145–35172. doi:10.1021/acsomega.1c05861. PMC 8717399. PMID 34984249.

[2] DE 1059901, Ueberwasser H, "Verfahren zur Herstellung von substituierten 2-Amino-alkylcycloalkanonen bzw, ihren Salzen [Process for the preparation of substituted 2-amino-alkylcycloalkanones or their salts]", published 1959-06-25, assigned to Ciba AG

[1]

[2]