m-Chloroperbenzoic acid → (1-Oxidoquinolin-4-yl)methanol
Reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([CH2:11][OH:12])=[CH:3][CH:2]=1.ClC1C=CC=C(C(OO)=[O:21])C=1>C(Cl)Cl>[O-:21][N+:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([CH2:11][OH:12])=[CH:3][CH:2]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
To a solution of quinolin-4-ylmethanol (0.20 g, 1.26 mmol) dissolved in CH2Cl2 (10 mL), which was cooled to 0° C., was added m-chloroperbenzoic acid (57-86% w/w in H2O, 0.50 mg) in one portion. The reaction was allowed to slowly warm to room temperature while stirring. After 17.5 h, the resulting solid was filtered and washed with CH2Cl2 to yield (1-oxidoquinolin-4-yl)methanol as a white solid. MS (ES+): 176 [MH+].
Workup
- temperatureto slowly warm to room temperature
- filtrationthe resulting solid was filtered
- washwashed with CH2Cl2
Sources & evidence
- ORD record
- ord-c9e7c72e25d045b8bb8d145c503860f6
- Source dataset
- uspto-grants-2005_09
- Patent number
- US06949563B2
Reaction notes
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