(2-Benzylthiazol-4-yl)methanol → (2-Benzyl-4-thiazolyl)-methanal

HRID 615923Notes

Reaction equation

HRID 615923 reaction equation
[CH2:1]([C:8]1[S:9][CH:10]=[C:11]([CH2:13][OH:14])[N:12]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>[O-2].[O-2].[Mn+4].C1C=CC=CC=1>[CH2:1]([C:8]1[S:9][CH:10]=[C:11]([CH:13]=[O:14])[N:12]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 13102618(2-Benzylthiazol-4-yl)methanol

Product 1

HCID 13102638(2-Benzyl-4-thiazolyl)-methanalYield 60.6%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 241BenzeneSolvent

Conditions

Temperature
20 °C

Procedure

2.1 g of manganese dioxide were added to a mixture of 0.5 g of (2-benzyl-4-thiazolyl)-methanol and 10 ml of benzene and the mixture was stirred at 20° C. for 20 hours and was filtered. The filtrate was evaporated to dryness and the residue was chromatographed over silica gel. Elution with a 7-3 hexane-ethyl acetate mixture yielded 0.3 g of (2-benzyl-4-thiazolyl)-methanal melting at 78° C.

Workup

  1. filtrationwas filtered
  2. customThe filtrate was evaporated to dryness
  3. customthe residue was chromatographed over silica gel
  4. washElution with a 7-3 hexane-ethyl acetate mixture

Sources & evidence

ORD record
ord-184ad4eb0de742e7a7ab46bb550072e8
Source dataset
uspto-grants-1985_02
Patent number
US04501894

Reaction notes

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