N,N-Dimethylaniline → HCID 16687631, compound

HRID 1460265Notes

Reaction equation

HRID 1460265 reaction equation
[CH3:1][O:2][C:3]1[CH:10]=[CH:9][C:6]([CH2:7]Cl)=[CH:5][CH:4]=1.[CH3:11][N:12]([CH3:19])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[F:20][Sb-:21]([F:26])([F:25])([F:24])([F:23])[F:22].[Na+]>CO>[F:20][Sb-:21]([F:26])([F:25])([F:24])([F:23])[F:22].[CH3:1][O:2][C:3]1[CH:10]=[CH:9][C:6]([CH2:7][N+:12]([CH3:19])([CH3:11])[C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 949N,N-DimethylanilineHCID 699934-Methyloxybenzyl chlorideHCID 16689647Sodium hexafluoroantimonate

Product 1

HCID 16687631HCID 16687631, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

4,698 g (0.03 mol) of p-methoxybenzyl chloride and 3,638 g (0.03 mol) of N,N-dimethylaniline were reacted in 40 ml of methanol at 40° C. for 3 days. After the reaction, the solvent was evaporated in vacuo and ether/water was added to the residue to extract unreacted reactans in the etherial layer. To the aquous layer containing the ammonium chloride was added 7.77 g (0.03 mol) of sodium hexafluoroantimonate. The resulting crystals were suction filtered, washed and dried to give the titled compound.

Workup

  1. customAfter the reaction
  2. customthe solvent was evaporated in vacuo and ether/water
  3. additionwas added to the residue
  4. extractionto extract unreacted reactans in the etherial layer
  5. additionTo the aquous layer containing the ammonium chloride
  6. filtrationfiltered
  7. washwashed
  8. customdried

Sources & evidence

ORD record
ord-ea85bd6abccd47ed8b0e9fa74b593449
Source dataset
uspto-grants-1991_12
Patent number
US05070161

Reaction notes

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