Water → HCID 18962551, compound

HRID 654379Notes

Reaction equation

HRID 654379 reaction equation
C(O[C:4]1[C:5](O)=[C:6]([C:9]([N+:12]([O-:14])=[O:13])=[CH:10][CH:11]=1)[CH:7]=[O:8])C.[CH2:16](Cl)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.[C:24](=[O:27])([O-])[O-].[K+].[K+].[OH2:30].[CH3:31]N(C)C=O>>[CH2:16]([O:30][C:9]1([N+:12]([O-:14])=[O:13])[C:10]([O:27][CH2:24][CH3:31])=[CH:11][CH:4]=[CH:5][CH:6]1[CH:7]=[O:8])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

6

Reactant 5

HCID 962WaterHCID 6228DimethylformamideHCID 7503Benzyl ChlorideHCID 11430Potassium CarbonateHCID 189625333-Ethoxy-2-hydroxy-6-nitrobenzaldehyde

Product 1

HCID 18962551HCID 18962551, compoundYield 86%

Procedure

A mixture of 3-ethoxy-2-hydroxy-6-nitrobenzaldehyde (58 g, 0.275 mole), benzyl chloride (34.8 cm3, 0.302 mole) and potassium carbonate (41.6 g, 0.302 mole) in 300 cm3 of dimethylformamide is heated for 3 hours under reflux with stirring. The reaction mixture is poured into 1 liter of iced water and the precipitate is filtered off. It is washed with water and dried. A light beige powder of 2-benzyloxy-3-ethoxy-2-nitrobenzaldehyde (72 g, yield=86%, m.p.=110°-111° C.) is obtained.

Workup

  1. temperatureis heated for 3 hours
  2. temperatureunder reflux
  3. filtrationthe precipitate is filtered off
  4. washIt is washed with water
  5. customdried

Sources & evidence

ORD record
ord-5723c9bba92048749e9e5f869be17e3f
Source dataset
uspto-grants-1992_07
Patent number
US05131911

Reaction notes

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