(4-Phenyl-1,3-thiazol-2-yl)methanol → 4-Phenyl-1,3-thiazole-2-carbaldehyde

HRID 868928Notes

Reaction equation

HRID 868928 reaction equation
[C:1]1([C:7]2[N:8]=[C:9]([CH2:12][OH:13])[S:10][CH:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>C(Cl)Cl.O=[Mn]=O>[C:1]1([C:7]2[N:8]=[C:9]([CH:12]=[O:13])[S:10][CH:11]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 1

HCID 698895(4-Phenyl-1,3-thiazol-2-yl)methanol

Product 1

HCID 35388144-Phenyl-1,3-thiazole-2-carbaldehydeYield 40.5%

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 6344DichloromethaneSolvent

Procedure

To (4-phenylthiazol-2-yl)methanol (900 mg, 4.7 mmol) in DCM (10 mL) was added MnO2 (4 g, 47 mmol), and the mixture was stirred at room temperature for 3 hours. The reaction mixture was then filtered, washed with water, extracted with EtOAc and dried over anhydrous sodium sulfate. The solution was concentrated under vacuum to give a crude product, which was purified by column chromatography to afford the title compound as a yellow solid (360 mg).

Workup

  1. filtrationThe reaction mixture was then filtered
  2. washwashed with water
  3. extractionextracted with EtOAc
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationThe solution was concentrated under vacuum
  6. customto give a crude product, which
  7. customwas purified by column chromatography

Sources & evidence

ORD record
ord-4bc28a79bd7741e2969c7d22eec64782
Source dataset
uspto-grants-2015_03
Patent number
US08969349B2

Reaction notes

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