Iodoethane → HCID 117951629, compound
Reaction equation
[CH3:1][CH:2]1[CH2:7][CH2:6][CH2:5][CH:4]([N:8]2[CH2:12][CH2:11][CH2:10][CH2:9]2)[CH2:3]1.[CH2:13]([I:15])[CH3:14]>>[I-:15].[CH2:13]([N+:8]1([CH:4]2[CH2:5][CH2:6][CH2:7][CH:2]([CH3:1])[CH2:3]2)[CH2:12][CH2:11][CH2:10][CH2:9]1)[CH3:14]Participants
3
Procedure
As shown in Scheme 5, N-(3-methylcyclohexyl)pyrrolidine prepared in Example 2 above was quaternized with ethyl iodide in a similar fashion to the procedure described in example 5 with the exception of using ethyl iodide in place of methyl iodide. The quaternization afforded the desired N-ethyl-N-(3-methylcyclohexyl)pyrrolidinium iodide in 85% yield. The resulting N-ethyl-N-(3-methylcyclohexyl)pyrrolidinium iodide salt was exchanged with Bio-Rad AG 1-X8 ion-exchange resin as described in example 3 to give N-methyl-N-(3-methylcyclohexyl)pyrrolidinium hydroxide in 88% yield (by titration).
Sources & evidence
- ORD record
- ord-d81fb179d38c49c6ab212a5cd081b1f2
- Source dataset
- uspto-grants-2015_08
- Patent number
- US09108856B2
Reaction notes
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