Cornforth reagent → 4-Isopropyl-1,3-thiazole-2-carbaldehyde
Reaction equation
[CH:1]([C:4]1[N:5]=[C:6]([CH2:9][OH:10])[S:7][CH:8]=1)([CH3:3])[CH3:2].[Cr](O[Cr]([O-])(=O)=O)([O-])(=O)=O.[NH+]1C=CC=CC=1.[NH+]1C=CC=CC=1>C(Cl)Cl>[CH:1]([C:4]1[N:5]=[C:6]([CH:9]=[O:10])[S:7][CH:8]=1)([CH3:3])[CH3:2]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
(4-Isopropyl-1,3-thiazol-2-yl)methanol (5.20 g, 33.0 mmol) was dissolved in methylene chloride (100 ml), added with pyridinium dichromate (14.9 g, 39.7 mmol), and stirred at room temperature for 19 hours stirred. After insoluble solids were removed, the reaction solution was evaporated, and the residue was purified by silica gel column chromatography (chloroform) to obtain the title compound (3.32 g, 65%).
Workup
- stirringstirred
- customAfter insoluble solids were removed
- customthe reaction solution was evaporated
- customthe residue was purified by silica gel column chromatography (chloroform)
Sources & evidence
- ORD record
- ord-65216ea3f17e430f8a4a8ad03ee8d428
- Source dataset
- uspto-grants-2006_06
- Patent number
- US07056917B2
Reaction notes
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