3-(2-Trimethylsilyl-4-furyl)propan-1-ol → 3-(2-Trimethylsilyl-4-furyl)propan-1-al

HRID 345883Notes

Reaction equation

HRID 345883 reaction equation
[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1.[CH3:12][Si:13]([CH3:24])([CH3:23])[C:14]1[O:15][CH:16]=[C:17]([CH2:19][CH2:20][CH2:21][OH:22])[CH:18]=1>C(Cl)Cl>[CH3:24][Si:13]([CH3:12])([CH3:23])[C:14]1[O:15][CH:16]=[C:17]([CH2:19][CH2:20][CH:21]=[O:22])[CH:18]=1

Participants

4

Reactant 2

HCID 150370913-(2-Trimethylsilyl-4-furyl)propan-1-olHCID 178418287HCID 178418287, compound

Product 1

HCID 150370923-(2-Trimethylsilyl-4-furyl)propan-1-al

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a stirring mixture of pyridinium chlorochromate (3.89 g, 18.03 mmol) suspended in methylene chloride (100 ml) at 0° was added 3-(2-trimethylsilyl-4-furyl)propan-1-ol (1.19 g. 6.01 mmol), prepared as in Example 2, in dry methylene chloride (15 ml). This mixture was allowed to warm to room temperature, stirred for 90 minutes, filtered and concentrated to give the desired aldehyde.

Workup

  1. additionwas added
  2. filtrationfiltered
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-395fd4e17bc942579f2255cdc7cdaab9
Source dataset
uspto-grants-1991_10
Patent number
US05059611

Reaction notes

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