3-Methoxy-2-nitrobenzaldehyde → 3-Hydroxy-2-nitrobenzaldehyde
Reaction equation
C[O:2][C:3]1[C:4]([N+:11]([O-:13])=[O:12])=[C:5]([CH:8]=[CH:9][CH:10]=1)[CH:6]=[O:7].B(Br)(Br)Br.C(Cl)Cl>C(Cl)Cl>[OH:2][C:3]1[C:4]([N+:11]([O-:13])=[O:12])=[C:5]([CH:8]=[CH:9][CH:10]=1)[CH:6]=[O:7]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
3.62 g of 3-methoxy-2-nitrobenzaldehyde was dissolved in 80 ml of methylene chloride and a boron tribromide-methylene chloride solution (15.03 g of, boron tribromide, 40 ml of methylene chloride) was added dropwise under ice cooling, followed by stirring at 0° C. for one hour. The reaction solution was poured into ice, extracted with chloroform, dried and then concentrated to obtain 3.32 g of the desired compound.
Workup
- additionThe reaction solution was poured into ice
- extractionextracted with chloroform
- customdried
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-2e23ae38f1fa4ffa9f0519f295d4f484
- Source dataset
- uspto-grants-2005_11
- Patent number
- US06967211B2
Reaction notes
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