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Methyl iodide → N-benzyl-5,6-dihydroxy-N-methylisoindolinium iodide

HRID 1032483
Notes
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Reaction equation

HRID 1032483 reaction equation
[CH2:1]([N:8]1[CH2:16][C:15]2[C:10](=[CH:11][C:12]([OH:18])=[C:13]([OH:17])[CH:14]=2)[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:19][I:20]>CC(C)=O>[I-:20].[CH2:1]([N+:8]1([CH3:19])[CH2:9][C:10]2[C:15](=[CH:14][C:13]([OH:17])=[C:12]([OH:18])[CH:11]=2)[CH2:16]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 14993738N-benzyl-5,6-dihydroxyisoindoline

Product 1

HCID 14993736N-benzyl-5,6-dihydroxy-N-methylisoindolinium iodide

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

590 mg (2.44 mmol) of N-benzyl-5,6-dihydroxyisoindoline was dissolved in 10 ml of acetone, and 0.16 ml (2.5 mmol) of methyl iodide was added thereto at room temperature. The mixture was left to stand for 4 hours, and the precipitated crystals were collected by filtration and washed with 10 ml of acetone to obtain 733 mg of the above identified compound.

Workup

  1. customat room temperature
  2. waitThe mixture was left
  3. filtrationthe precipitated crystals were collected by filtration
  4. washwashed with 10 ml of acetone
  5. customto obtain 733 mg of the

Sources & evidence

ORD record
ord-02273bc8a8ef42859fe8c5c28fb83604
Source dataset
uspto-grants-1990_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04958029

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes