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[5-(Propan-2-yl)-1,2-oxazol-3-yl]methanol → 5-(Propan-2-yl)-1,2-oxazole-3-carbaldehyde

HRID 2261334
Notes
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Reaction equation

HRID 2261334 reaction equation
[CH:1]([C:4]1[O:8][N:7]=[C:6]([CH2:9][OH:10])[CH:5]=1)([CH3:3])[CH3:2]>O1CCOCC1.[O-2].[O-2].[Mn+4]>[CH:1]([C:4]1[O:8][N:7]=[C:6]([CH:9]=[O:10])[CH:5]=1)([CH3:3])[CH3:2]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 1

HCID 25220768[5-(Propan-2-yl)-1,2-oxazol-3-yl]methanol

Product 1

HCID 144393225-(Propan-2-yl)-1,2-oxazole-3-carbaldehydeYield 89.8%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 312751,4-DioxaneSolvent

Procedure

7.59 g of (5-i-propyl-isoxazol-3-yl)methanol was dissolved in 100 ml of 1,4-dioxane, and 21.74 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 6.72 g of 5-i-propyl-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-4bcacf6a2d234571bddd39f6c003316d
Source dataset
uspto-grants-2010_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07846956B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes