Benzyl Chloride → HCID 88817742, compound

HRID 1414752Notes

Reaction equation

HRID 1414752 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-054ae554e86249b7a1109cda3e15ff5c
Source dataset
uspto-grants-1977_01
Patent number
US04002652

Reaction notes

Loading…