Water → Benzaldehyde, 4-(trifluoromethyl)-, oxime

HRID 843359Notes

Reaction equation

HRID 843359 reaction equation
[F:1][C:2]([F:12])([F:11])[C:3]1[CH:10]=[CH:9][C:6]([CH:7]=O)=[CH:5][CH:4]=1.Cl.[NH2:14][OH:15].O.[OH-].[Na+]>C(O)C.CCOCC>[F:1][C:2]([F:12])([F:11])[C:3]1[CH:10]=[CH:9][C:6]([CH:7]=[N:14][OH:15])=[CH:5][CH:4]=1

Participants

7

Reactant 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 679964-(Trifluoromethyl)benzaldehydeHCID 443297Hydroxyamine hydrochloride

Product 1

HCID 3056297Benzaldehyde, 4-(trifluoromethyl)-, oximeYield 95.5%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 3283Diethyl EtherSolvent

Procedure

The first step of the process of the present invention was conducted as follows. At first, 8.79 g (50.5 mmol) of 4-trifluoromethylbenzaldehyde and 3.83 g (55.1 mmol) of hydroxylamine hydrochloride were dissolved in 12.5 ml of ethanol and 34 ml of water followed by the addition of 2.5 g of sodium hydroxide and stirring for 1 hour at room temperature. After adding ether and washing with dilute hydrochloric acid, the reaction liquid was further washed with saturated brine followed by drying with mirabilite and concentrating to obtain 9.25 g (48.2 mmol) of 4-trifluoromethylbenzaldehyde oxime (yield: 95.5%).

Workup

  1. washwashing with dilute hydrochloric acid
  2. customthe reaction liquid
  3. washwas further washed with saturated brine
  4. dry with materialby drying with mirabilite
  5. concentrationconcentrating

Sources & evidence

ORD record
ord-155f64241f6e4c2ebd5c431fcaf9a6c9
Source dataset
uspto-grants-2002_04
Patent number
US06376712B2

Reaction notes

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