Methyl iodide → HCID 117951634, compound

HRID 514648Notes

Reaction equation

HRID 514648 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.[CH3:13][I:14]>>[I-:14].[CH3:13][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

Participants

3

Reactant 2

HCID 6328Methyl iodideHCID 13184333HCID 13184333, compound

Product 1

HCID 117951634HCID 117951634, compoundYield 94%

Procedure

Referring to Scheme 4 below, N-(3-methylcyclohexyl)pyrrolidine prepared in Example 2 above was quaternized with methyl iodide in a similar fashion to the procedure described in in example 3. The quaternization afforded the desired N-methyl-N-(3-methylcyclohexyl)pyrrolidinium iodide in 94% yield. The resulting 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 98% yield (titration analysis).

Sources & evidence

ORD record
ord-3ca60812278b4934a7badcf69bf7d551
Source dataset
uspto-grants-2015_08
Patent number
US09108856B2

Reaction notes

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