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

HRID 1881184Notes

Reaction equation

HRID 1881184 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][CH2:18][CH3:19])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N+:20]([O-])([OH:22])=[O:21]>ClCCl>[CH2:1]([O:8][C:9]1[C:10]([O:17][CH2:18][CH3:19])=[CH:11][C:12]([CH:13]=[O:14])=[C:15]([N+:20]([O-:22])=[O:21])[CH:16]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 5613644-Benzyloxy-3-ethoxybenzaldehyde

Product 1

HCID 123199814-(Benzyloxy)-5-ethoxy-2-nitrobenzaldehyde

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

4-Benzyloxy-3-ethoxy-benzaldehyde (20 g) was dissolved in dichloromethane (100 ml) and a solution of nitric acid in dichloromethane (2M, 200 ml) was gradually added at a temperature under 30° C. The solution was stirred at room temperature for 10 min and then it was poured into ice-cold water. The organic phase was washed with 1M sodium hydroxide and water and then it was dried and evaporated.

Workup

  1. additionit was poured into ice-cold water
  2. washThe organic phase was washed with 1M sodium hydroxide and water
  3. customit was dried
  4. customevaporated

Sources & evidence

ORD record
ord-a7fe7b008a924d258192d9915fa1a2b4
Source dataset
uspto-grants-2012_11
Patent number
US08318785B2

Reaction notes

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