Water → HCID 22990101, compound

HRID 1169362Notes

Reaction equation

HRID 1169362 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:15]=[CH:14][C:11]([CH:12]=[O:13])=[C:10]([N+:16]([O-])=O)[CH:9]=2)=[CH:4][CH:3]=1.S(S([O-])=O)([O-])=O.[Na+].[Na+].O>C1COCC1>[NH2:16][C:10]1[CH:9]=[C:8]([C:5]2[CH:4]=[CH:3][C:2]([CH3:1])=[CH:7][CH:6]=2)[CH:15]=[CH:14][C:11]=1[CH:12]=[O:13]

Participants

5

Reactant 3

HCID 962WaterHCID 24489Sodium DithioniteHCID 22990194HCID 22990194, compound

Product 1

HCID 22990101HCID 22990101, compoundYield 50.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Into a solution of 4-(4-methylphenyl)-2-nitrobenzaldehyde (590 mg) in THF (50 ml) was added a solution of sodium hydrosulfite (2.66 g)/water (25 ml). After being stirred at room temperature for 10 minutes, the reaction mixture was extracted with ethyl acetate, and the extract was washed with an aqueous solution of sodium chloride. The extract was dried (anhydrous magnesium sulfate) and was then concentrated to obtain 2-amino-4-(4-methylphenyl)benzaldehyde (0.26 g) as a light brown powder.

Workup

  1. extractionthe reaction mixture was extracted with ethyl acetate
  2. washthe extract was washed with an aqueous solution of sodium chloride
  3. dry with materialThe extract was dried (anhydrous magnesium sulfate)
  4. concentrationwas then concentrated

Sources & evidence

ORD record
ord-9d51871d4cf84d3e82f00f705b5d77df
Source dataset
uspto-grants-2003_09
Patent number
US06627651B1

Reaction notes

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