Sodium Hydroxide → HCID 18545471, compound
Reaction equation
[O:1]1[CH2:5][CH2:4][O:3][CH:2]1[C:6]1[CH:7]=[C:8]([CH:11]=[CH:12][CH:13]=1)[C:9]#[N:10].[OH-:14].[Na+]>CCO.O>[O:1]1[CH2:5][CH2:4][O:3][CH:2]1[C:6]1[CH:7]=[C:8]([CH:11]=[CH:12][CH:13]=1)[C:9]([NH2:10])=[O:14]Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
To a solution of 3-(1,3-dioxolan-2-yl)-benzonitrile (5.86 g) in a mixture of EtOH (140 mL) and H2O (60 mL) was added sodium hydroxide (6.46 g) and the mixture was heated under reflux for 2 hours. The solvent was evaporated under reduced pressure and the aqueous layer was extracted with CH2Cl2. The organic phase was washed with water, dried over Na2SO4, filtered and evaporated to give the title compound (4.5 g) as a white solid.
Workup
- temperaturethe mixture was heated
- temperatureunder reflux for 2 hours
- customThe solvent was evaporated under reduced pressure
- extractionthe aqueous layer was extracted with CH2Cl2
- washThe organic phase was washed with water
- dry with materialdried over Na2SO4
- filtrationfiltered
- customevaporated
Sources & evidence
- ORD record
- ord-1dd95b2653a142499e029795bfe62634
- Source dataset
- uspto-grants-2003_04
- Patent number
- US06552022B1
Reaction notes
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