Hydrochloric Acid → Benzaldehyde, 4-hydroxy-3-methoxy-2-nitro-

HRID 59640Notes

Reaction equation

HRID 59640 reaction equation
C([O:4][C:5]1[CH:12]=[CH:11][C:8]([CH:9]=[O:10])=[C:7]([N+:13]([O-:15])=[O:14])[C:6]=1[O:16][CH3:17])(=O)C.[OH-].[Na+].Cl>O>[OH:4][C:5]1[CH:12]=[CH:11][C:8]([CH:9]=[O:10])=[C:7]([N+:13]([O-:15])=[O:14])[C:6]=1[O:16][CH3:17]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 2463194-Formyl-2-methoxy-3-nitrophenyl acetate

Product 1

HCID 96959Benzaldehyde, 4-hydroxy-3-methoxy-2-nitro-

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

10 g of compound 2 (0.042 mole) are added to a solution of 40 ml of sodium hydroxide 33% (m/m). The reaction mixture is heated at reflux for 10 minutes. The reaction mixture is diluted with 40 ml of water and acidified with concentrated hydrochloric acid (HCl 6N) to neutral pH. After cooling, the product is precipitated and compound 3 is isolated by vacuum filtration and by several washings with water (yield 85%-7.2 g of compound 3).

Workup

  1. temperatureThe reaction mixture is heated
  2. temperatureat reflux for 10 minutes
  3. temperatureAfter cooling
  4. customthe product is precipitated

Sources & evidence

ORD record
ord-276142fed8844b8fb2463d2dc4597579
Source dataset
uspto-grants-2016_09
Patent number
US09440940B2

Reaction notes

Loading…