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

HRID 1156550Notes

Reaction equation

HRID 1156550 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-00ede6a5e2034d25a099d2b8442960eb
Source dataset
uspto-grants-1982_06
Patent number
US04336268

Reaction notes

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