4-(Chloromethyl)benzaldehyde → 4-Chloromethylbenzaldehyde oxime
Reaction equation
[Cl:1][CH2:2][C:3]1[CH:10]=[CH:9][C:6]([CH:7]=O)=[CH:5][CH:4]=1.Cl.[NH2:12][OH:13]>C(O)C>[Cl:1][CH2:2][C:3]1[CH:10]=[CH:9][C:6]([CH:7]=[N:12][OH:13])=[CH:5][CH:4]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 50 °C
Procedure
4-Chloromethylbenzaldehyde (11.93 g, 77.17 mmol) was dissolved in ethanol (200 ml), hydroxylamine hydrochloride (10.73 g, 154.41 mmol) was added, and the mixture was stirred at 50° C. for 3 hours. Ethanol was evaporated under reduced pressure, water was added, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to give the title compound (12.69 g, 97%).
Workup
- customEthanol was evaporated under reduced pressure, water
- additionwas added
- extractionthe mixture was extracted with ethyl acetate
- washThe extract was washed with saturated brine
- dry with materialdried over anhydrous sodium sulfate
- customThe solvent was evaporated under reduced pressure
Sources & evidence
- ORD record
- ord-bac323ceca1f4a00a7b0d4c70678c65c
- Source dataset
- uspto-grants-2009_04
- Patent number
- US07517996B2
Reaction notes
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