Hydroxylamine → Methyl 4-[(hydroxyimino)methyl]-1-naphthalenecarboxylate
Reaction equation
[CH:1]([C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]([C:13]([O:15][CH3:16])=[O:14])=[CH:5][CH:4]=1)=O.[NH2:17][OH:18]>CO>[OH:18][N:17]=[CH:1][C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]([C:13]([O:15][CH3:16])=[O:14])=[CH:5][CH:4]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a stirred solution of methyl 4-formyl-1-naphthalenecarboxylate (2.2 g, 10.3 mmol) in methanol (50 mL) was added a solution of hydroxylamine (1.33 mL, 50% in water). After stirring at room temperature for 2 h, the reaction mixture was concentrated under reduced pressure to provide the title compound as a pale yellow solid (2.55 g).
Workup
- concentrationthe reaction mixture was concentrated under reduced pressure
Sources & evidence
- ORD record
- ord-cb5ca48c213947d0b0310e4e90e325b1
- Source dataset
- uspto-grants-2014_10
- Patent number
- US08871941B2
Reaction notes
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