Nitric Acid → 5-BENZYLOXY-4-METHOXY-2-NITROBENZALDEHYDE

HRID 1283175Notes

Reaction equation

HRID 1283175 reaction equation
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH:14]=[CH:15][C:16]=1[O:17][CH3:18])[CH:12]=[O:13])[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:16]([O:17][CH3:18])=[CH:15][C:14]([N+:19]([O-:21])=[O:20])=[C:11]([CH:10]=1)[CH:12]=[O:13])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 944Nitric AcidHCID 806713-Benzyloxy-4-methoxybenzaldehyde

Product 1

HCID 45599135-BENZYLOXY-4-METHOXY-2-NITROBENZALDEHYDE

Procedure

To concentrated nitric acid (200 ml.) maintained at 0°C. is added 3-benzyloxy-4-methoxybenzaldehyde (48 g., 0.198 mole) over a 30 minute period with stirring. When addition is complete, the temperature is allowed to rise to 15°C. and stirring continued for another 30 minutes. The mixture is then added to ice-water and the yellow precipitate collected by filtration and dried. Yield = 52.8g. (94%); m.p. 131°-132°C.

Workup

  1. additionWhen addition
  2. customto rise to 15°C.
  3. stirringstirring
  4. filtrationthe yellow precipitate collected by filtration
  5. customdried

Sources & evidence

ORD record
ord-fc091a5b2cf34de1889057e05b188b75
Source dataset
uspto-grants-1976_08
Patent number
US03974161

Reaction notes

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