2-Methoxy-5-(tetrazol-1-yl)phenylmethanol → 2-Methoxy-5-tetrazol-1-yl-benzaldehyde

HRID 1941514Notes

Reaction equation

HRID 1941514 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[CH:13]=[N:12][N:11]=[N:10]2)=[CH:5][C:4]=1[CH2:14][OH:15]>O1CCCC1.[O-2].[O-2].[Mn+4]>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[CH:13]=[N:12][N:11]=[N:10]2)=[CH:5][C:4]=1[CH:14]=[O:15]

Participants

4

Reactant 1

HCID 221064692-Methoxy-5-(tetrazol-1-yl)phenylmethanol

Product 1

HCID 105361692-Methoxy-5-tetrazol-1-yl-benzaldehydeYield 83.3%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalyst2×HCID 8028TetrahydrofuranSolvent

Procedure

Active manganese dioxide (77 mg) was added to a stirred solution of 2-methoxy-5-(tetrazol-1-yl)phenylmethanol (40 mg) in tetrahydrofuran (1 ml). After 30 min the mixture was heated in an oil-bath at 70°. After a further 30 min, active manganese dioxide (67 mg) was added. After a further 1 h the mixture was allowed to cool and then filtered. The filtrate was evaporated to give the title compound as a yellow solid (33 mg); nmr, δ (d6 -DMSO), 4.4 (s,3H), 7.53 (d, 1H, J=ca 10 Hz), 8.12-8.23 (m, 2H), 10.12 (s, 1H), 10.40 (s, 1H).

Workup

  1. temperatureAfter 30 min the mixture was heated in an oil-bath at 70°
  2. waitAfter a further 1 h the mixture was allowed
  3. temperatureto cool
  4. filtrationfiltered
  5. customThe filtrate was evaporated

Sources & evidence

ORD record
ord-f8a80648ecfa46cb933082f2ff95127e
Source dataset
uspto-grants-1997_12
Patent number
US05703240

Reaction notes

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