Benzyl Chloride → HCID 85857573, compound

HRID 436457Notes

Reaction equation

HRID 436457 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 l. 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 l
  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-4ca9e8b72825452db52a23e9bfcf0bf6
Source dataset
uspto-grants-1977_02
Patent number
US04009177

Reaction notes

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