(5-Tert-butyl-1,2-oxazol-3-yl)methanol → 5-(Tert-butyl)isoxazole-3-carbaldehyde

HRID 2261337Notes

Reaction equation

HRID 2261337 reaction equation
[C:1]([C:5]1[O:9][N:8]=[C:7]([CH2:10][OH:11])[CH:6]=1)([CH3:4])([CH3:3])[CH3:2]>O1CCOCC1.[O-2].[O-2].[Mn+4]>[C:1]([C:5]1[O:9][N:8]=[C:7]([CH:10]=[O:11])[CH:6]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 1

HCID 10820794(5-Tert-butyl-1,2-oxazol-3-yl)methanol

Product 1

HCID 450838025-(Tert-butyl)isoxazole-3-carbaldehydeYield 96.8%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 312751,4-DioxaneSolvent

Procedure

1.35 g of (5-t-butyl-isoxazol-3-yl)methanol was dissolved in 50 ml of 1,4-dioxane, and 6.42 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 1.29 g of 5-t-butyl-isoxazole-3-carbaldehyde.

Workup

  1. temperatureheated
  2. temperatureunder reflux for 10 hours
  3. filtrationfiltered through Celite®
  4. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-56369eed634945b3b4048aaaeb3941aa
Source dataset
uspto-grants-2010_12
Patent number
US07846956B2

Reaction notes

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