Methyl iodide → HCID 20403171, compound

HRID 1758812Notes

Reaction equation

HRID 1758812 reaction equation
[CH:1]1[C:6]2([CH2:11][CH2:10][CH2:9][CH:8]=[CH:7]2)[CH2:5][CH2:4][CH2:3][N:2]=1.[CH3:12][I:13]>C1C=CC=CC=1>[I-:13].[CH3:12][N+:2]1[CH2:3][CH2:4][CH2:5][C:6]2([CH2:11][CH2:10][CH2:9][CH:8]=[CH:7]2)[CH:1]=1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 20403145HCID 20403145, compound

Product 1

HCID 20403171HCID 20403171, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A solution of 2-azaspiro-[5.5]-undeca-1,7-diene (14.9 g.; 0.10 mole) is dissolved in dry benzene (150 ml.) and methyl iodide (21.3 g.; 0.15 mole) is added. The mixture becomes warm and a solid separates. The precipitate is filtered, washed with ether and air-dried to afford 27.0 g. (93% yield) of 2-methyl-2-azoniaspiro-[5.5]-undeca-1,7-diene iodide, m.p. 193°-194° C.

Workup

  1. temperatureThe mixture becomes warm
  2. filtrationThe precipitate is filtered
  3. washwashed with ether
  4. customair-dried
  5. customto afford 27.0 g

Sources & evidence

ORD record
ord-5e5caa2550c041f489c886f3361e5592
Source dataset
uspto-grants-1983_02
Patent number
US04374991

Reaction notes

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