3,4-Dichlorobenzaldehyde → 5331-92-0

HRID 1836468Notes

Reaction equation

HRID 1836468 reaction equation
Cl.[NH2:2][OH:3].C([O-])(=O)C.[Na+].[Cl:9][C:10]1[CH:11]=[C:12]([CH:15]=[CH:16][C:17]=1[Cl:18])[CH:13]=O>O.O1CCCC1.CCOCC>[Cl:9][C:10]1[CH:11]=[C:12]([CH:15]=[CH:16][C:17]=1[Cl:18])[CH:13]=[N:2][OH:3]

Participants

7

Reactant 3

HCID 227103,4-DichlorobenzaldehydeHCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium Acetate

Product 1

HCID 2207415331-92-0Yield 99.2%

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 3283Diethyl EtherSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
22 °C

Procedure

A solution of hydroxylamine hydrochloride (2.73 g, 39.3 mmol) in water (35 ml) was treated with sodium acetate (2.74 g, 33.4 mmol) followed by a solution of 3,4-dichlorobenzaldehyde (4.0 g, 22.8 mmol) in tetrahydrofuran (15 ml) and the resulting mixture was stirred at 22° C. for 2 h. The reaction mixture was then diluted with ether (250 ml), washed with water, brine and dried over anhydrous magnesium sulphate. Evaporation of the solvent gave 4.3 g of 3,4-dichlorobenzaldehyde oxime as a white solid.

Workup

  1. washwashed with water, brine
  2. dry with materialdried over anhydrous magnesium sulphate
  3. customEvaporation of the solvent

Sources & evidence

ORD record
ord-fc101c81005f49729a55dc519b6ba401
Source dataset
uspto-grants-2004_08
Patent number
US06777440B2

Reaction notes

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