Benzyl Chloride → HCID 88817742, compound

HRID 1658834Notes

Reaction equation

HRID 1658834 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]([C:8]1[C:7]([O:13][CH3:14])=[C:6]([O:15][CH3:16])[CH:5]=[C:4]([N+:1]([O-:3])=[O:2])[C:9]=1[CH:10]=[N:11][OH:12])[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 88817742HCID 88817742, 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-aebf5a07813b4c0ba1a120e6b49fecfe
Source dataset
uspto-grants-1976_06
Patent number
US03966760

Reaction notes

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