Methanol → HCID 10988047, compound

HRID 1110339Notes

Reaction equation

HRID 1110339 reaction equation
[CH3:1][N:2]([CH3:9])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH2:10](Cl)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.C[OH:19]>[Ag]=O>[OH-:19].[CH2:10]([N+:2]([CH3:9])([CH3:1])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 949N,N-DimethylanilineHCID 7503Benzyl Chloride

Product 1

HCID 10988047HCID 10988047, compound

Reagents, catalysts & solvents 1

HCID 92152Silver(II) oxideCatalyst

Procedure

A mixture of freshly distilled N,N-dimethyl aniline (52 ml, 0.41 mol) and benzyl chloride (47 ml, 0.41 mol) was allowed to stand for several days at room temperature. The separated crystals of benzyl dimethyl anilinium chloride were filtered and washed with anhydrous ether. The chloride salt (14.3 g, 0.054 mol) and silver oxide (13.4 g, 0.057 mol) were then stirred in anhydrous methanol (300 ml) for 2 hours and the solution filtered. The filtrate may be refrigerated for storage over a molecular sieve (type 3A).

Workup

  1. waitto stand for several days at room temperature
  2. filtrationThe separated crystals of benzyl dimethyl anilinium chloride were filtered
  3. washwashed with anhydrous ether
  4. filtrationthe solution filtered

Sources & evidence

ORD record
ord-99529e8d89e246389ba352c80c477c1b
Source dataset
uspto-grants-1990_12
Patent number
US04975298

Reaction notes

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