Benzyl Chloride → HCID 85857573, compound

HRID 597500Notes

Reaction equation

HRID 597500 reaction equation
[N+:1]([C:4]1[C:9]([CH:10]=[N:11][OH:12])=[CH:8][C:7]([O:13][CH3:14])=[C:6]([O:15][CH3:16])[CH:5]=1)([O-:3])=[O:2].C[O-].[Na+].[CH2:20](Cl)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>CN(C)C=O>[CH2:20]([O:12][N:11]=[CH:10][C:9]1[C:4]([N+:1]([O-:3])=[O:2])=[CH:5][C:6]([O:15][CH3:16])=[C:7]([O:13][CH3:14])[CH:8]=1)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Participants

5

Reactant 3

HCID 7503Benzyl ChlorideHCID 586016HCID 586016, compoundHCID 10942334Sodium Methoxide

Product 1

HCID 85857573HCID 85857573, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

6-Nitroveratraldoxime (113 g, 0.5 mole) was dissolved in 2500 ml of dimethylformamide. To this solution was added sodium methoxide (27 g, 0.5 mole). The suspension was treated with benzyl chloride (63 g, 0.5 mole) and stirring was continued for an additional 4 hr. The orange suspension was diluted with 3 1. of water and the solid was filtered, m.p. 109°-113°, yield: 110 g (78%). A small amount of the material was recrystallized from toluene to give an analytical sample melting at 116°-117°.

Workup

  1. additionThe orange suspension was diluted with 3 1
  2. filtrationof water and the solid was filtered
  3. customA small amount of the material was recrystallized from toluene
  4. customto give an analytical sample melting at 116°-117°

Sources & evidence

ORD record
ord-639f36814b7241baa534aaeebe3119cd
Source dataset
uspto-grants-1977_03
Patent number
US04014878

Reaction notes

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