Cornforth reagent → 4-Isopropyl-1,3-thiazole-2-carbaldehyde

HRID 1828486Notes

Reaction equation

HRID 1828486 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

HCID 2724130Cornforth reagentHCID 10678505(4-Isopropylthiazol-2-yl)methanol

Product 1

HCID 110841104-Isopropyl-1,3-thiazole-2-carbaldehydeYield 65%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

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

  1. stirringstirred
  2. customAfter insoluble solids were removed
  3. customthe reaction solution was evaporated
  4. 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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