5-Bromo-2-ethoxybenzaldehyde → 5-bromo-2-ethoxybenzonitrile
Reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:10][CH2:11][CH3:12])=[C:6]([CH:9]=1)[CH:7]=O.Cl.[NH2:14]O>C(O)=O>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:10][CH2:11][CH3:12])=[C:6]([CH:9]=1)[C:7]#[N:14]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
In formic acid (85.5 ml) was dissolved 5-bromo-2-ethoxybenzaldehyde (17.1 g). To the mixture was added hydroxylamine hydrochloride (7.8 g), and the mixture was refluxed for 7 hours and cooled to room temperature. Under reduced pressure, the solvent was evaporated, and the residue was washed with water and dried to give 5-bromo-2-ethoxybenzonitrile (15.8 g).
Workup
- temperaturethe mixture was refluxed for 7 hours
- customUnder reduced pressure, the solvent was evaporated
- washthe residue was washed with water
- customdried
Sources & evidence
- ORD record
- ord-4b9ceee031b64f2a84f4289f9fd3188d
- Source dataset
- uspto-grants-2001_05
- Patent number
- US06235771B1
Reaction notes
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