Nitric Acid → 4-(Benzyloxy)-5-methoxy-2-nitrobenzaldehyde

HRID 75711

Reaction equation

HRID 75711 reaction equation
[CH2:1]([O:8][C:9]1[CH:16]=[CH:15][C:12]([CH:13]=[O:14])=[CH:11][C:10]=1[O:17][CH3:18])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N+:19]([O-])([OH:21])=[O:20]>>[CH2:1]([O:8][C:9]1[C:10]([O:17][CH3:18])=[CH:11][C:12]([CH:13]=[O:14])=[C:15]([N+:19]([O-:21])=[O:20])[CH:16]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 944Nitric AcidHCID 755064-(Benzyloxy)-3-methoxybenzaldehyde

Product 1

HCID 5613634-(Benzyloxy)-5-methoxy-2-nitrobenzaldehydeYield 87%

Procedure

Nitric acid (100 mL) was cooled to 0° C., 4-benzyloxy-3-methoxybenzaldehyde (20 g, 82.55 mmol) was added dropwise, and the mixture was stirred at room temperature for 2 hours. After completion of the reaction, distilled water was added thereto and the mixture was stirred for 30 min, followed by filtration of the solid to obtain the title compound (20.52 g, 87%).

Workup

  1. customAfter completion of the reaction
  2. distillationdistilled water
  3. additionwas added
  4. stirringthe mixture was stirred for 30 min
  5. filtrationfollowed by filtration of the solid

Sources & evidence

ORD record
ord-829124fe01be4f0d845d1c70aca583ab
Source dataset
uspto-grants-2014_09
Patent number
US08835458B2

Linked notes

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