Methyl iodide → Hexahydro-3a-(m-methoxyphenyl)-1,1-dimethyl-indolinium iodide

HRID 544276Notes

Reaction equation

HRID 544276 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:9]23[CH2:17][CH2:16][CH2:15][CH2:14][CH:13]2[N:12]([CH3:18])[CH2:11][CH2:10]3)[CH:6]=[CH:7][CH:8]=1.[CH3:19][I:20]>CC(C)=O>[I-:20].[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:9]23[CH2:17][CH2:16][CH2:15][CH2:14][CH:13]2[N+:12]([CH3:19])([CH3:18])[CH2:11][CH2:10]3)[CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 12838428Hexahydro-3a-(m-methoxyphenyl)-1-methylindoline

Product 1

HCID 12838431Hexahydro-3a-(m-methoxyphenyl)-1,1-dimethyl-indolinium iodide

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

4.6 g of hexahydro-3a-(m-methoxyphenyl)-1-methylindoline are dissolved in 100 ml of acetone, and the solution is treated with 10 ml of methyl iodide. The mixture is boiled at reflux for 10 hours. Thereafter, the solvent is removed by distillation, and the residue is recrystallized from acetone. The hexahydro-3a-(m-methoxyphenyl)-1,1-dimethyl-indolinium iodide obtained melts at 195°-196° C.

Workup

  1. temperatureat reflux for 10 hours
  2. customThereafter, the solvent is removed by distillation
  3. customthe residue is recrystallized from acetone

Sources & evidence

ORD record
ord-68b8bf7b9436479db3eb52cde6c63fcf
Source dataset
uspto-grants-1984_05
Patent number
US04448991

Reaction notes

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