Analysis of 2-(dimethylaminomethyl)-cyclohexan-1-one

[Chandresh K. Soni]

Can Anyone help me on the analysis as well as stability of 2-(dimethylaminomethyl)-cyclohexan-1-one . this compound is heat sensitive and give the impurity when heating at above 50°C. But at present i have the analysis of this compound on DB-225 Column. I got the results repetable but the stability of the Compound in Various Solvents not getting ( Slovents are ( MDC,MeOH,Toluene,EDC,CHCl3,IPA,Acetone).

My First question is : is this compound is suitable to analyze on GC
If yes then please explaine IS there any possibility of unstabilityof this compound in these solvents.B'use when i analyzed this always freshly then i got the same results but if the solution is prepared and then continuously check the stability of this solution after Every 2.0Hr. then got the one peak is increased with time. this will happened in MeOH,MDC,EDC,Acetone and in toluene this will increase very slightly.

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[chromatographer1]

The amino group is unstable and rearranges. Try using dry hexane as a solvent and non-polar phases for analysis.

Good luck,

Rodney George
consultant

[Chandresh K. Soni]

Dear Rodney,
Thanks for your support . but can u explaine me how this amino group is unstable and rearranges. Is this Impurity is 2-methylidenecyclohexanone or any other. i will try it on DB-1 Column ( it is 100% dimethyl polysiloxane, non polar column).

[chromatographer1]

I used to have the same problems with ethyl phenylamine, conversion between alpha and beta isomers. In an environment with proton donors (ie, water, alcohol, DCM) the rearrangement slowly proceeds.

Extremely dry solvents slow the process but water from the atmosphere and labware speed it.

best wishes,

Rodney George