(2-Phenoxy-5-thiazolyl)-methanol → (2-Phenoxy-5-thiazolyl)-methanal

HRID 544443Notes

Reaction equation

HRID 544443 reaction equation
[O:1]([C:8]1[S:9][C:10]([CH2:13][OH:14])=[CH:11][N:12]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C1C=CC=CC=1.[O-2].[O-2].[Mn+4]>[O:1]([C:8]1[S:9][C:10]([CH:13]=[O:14])=[CH:11][N:12]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 13106154(2-Phenoxy-5-thiazolyl)-methanol

Product 1

HCID 13106151(2-Phenoxy-5-thiazolyl)-methanalYield 77.8%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 241BenzeneSolvent

Conditions

Temperature
40 °C

Procedure

40 g of manganese dioxide were added to a solution of 10 g of (2-phenoxy-5-thiazolyl)-methanol in 250 ml of benzene and the mixture was stirred at 40° C. for 5 hours and was filtered. The filtrate was evaporated to dryness and the residue was chromatographed over silica gel.Elution with a 7-3 methylene chloride-ethyl acetate mixture yielded 7.7 g of (2-phenoxy-5-thiazolyl)-methanal melting at 50° 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 methylene chloride-ethyl acetate mixture

Sources & evidence

ORD record
ord-443ad994da514fe5b5c8f35a5e6df95e
Source dataset
uspto-grants-1984_05
Patent number
US04450169

Reaction notes

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