Methyl iodide → HCID 117974160, compound
Reaction equation
[CH3:1][CH:2]1[CH2:7][CH2:6][CH2:5][CH2:4][CH:3]1[N:8]1[CH2:12][CH2:11][CH2:10][CH2:9]1.[CH3:13][I:14]>>[I-:14].[CH3:13][N+:8]1([CH:3]2[CH2:4][CH2:5][CH2:6][CH2:7][CH:2]2[CH3:1])[CH2:12][CH2:11][CH2:10][CH2:9]1Participants
3
Procedure
N-(2-methylcyclohexyl)pyrrolidine as synthesized in Example 3 above, was quaternized with methyl iodide using the procedure described in example 4 with the exception of using N-(2-methylcyclohexyl)pyrrolidine in place of N-cyclohexylpyrrolidine. The quaternization procedure afforded the desired N-methyl-N-(2-methylcyclohexyl)pyrrolidinium iodide in 94% yield as an off-white solid. This N-methyl-N-(2-methylcyclohexyl)pyrrolidinium iodide was ion-exchanged with BIO-RAD AGR 1-X* resin as described in example 4 above. The ion-exchange procedure afforded the hydroxide solution of N-methyl-N-(2-methylcyclohexyl)pyrrolidinium cation in 91% yield as determined by titration analysis on a small aliquot.
Sources & evidence
- ORD record
- ord-e98af97f3a084984a5cea7881a296738
- Source dataset
- uspto-grants-2015_12
- Patent number
- US09216911B2
Reaction notes
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