alpha5,alpha5-Dimethyl-3,5-isoxazoledimethanol → 5-(2-Hydroxypropan-2-yl)isoxazole-3-carbaldehyde
Reaction equation
[OH:1][C:2]([C:5]1[O:9][N:8]=[C:7]([CH2:10][OH:11])[CH:6]=1)([CH3:4])[CH3:3]>O1CCOCC1.[O-2].[O-2].[Mn+4]>[OH:1][C:2]([C:5]1[O:9][N:8]=[C:7]([CH:10]=[O:11])[CH:6]=1)([CH3:3])[CH3:4]Participants
4
Procedure
5.38 g of [5-(1-hydroxy-1-methylethyl)isoxazol-3-yl]methanol was dissolved in 100 ml of 1,4-dioxane, and 29.74 g of manganese dioxide was then added. The mixture was stirred and heated under reflux for 10 hours. The reaction mixture was cooled to room temperature and then filtered through Celite®. The filtrate was concentrated under reduced pressure to obtain 4.63 g of 5-(1-hydroxy-1-methylethyl)-isoxazole-3-carbaldehyde.
Workup
- temperatureheated
- temperatureunder reflux for 10 hours
- filtrationfiltered through Celite®
- concentrationThe filtrate was concentrated under reduced pressure
Sources & evidence
- ORD record
- ord-45d7122008ae4907b6071e5ce5ba8824
- Source dataset
- uspto-grants-2010_12
- Patent number
- US07846956B2
Reaction notes
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