HCID 66586329, compound → HCID 86659250, compound

HRID 1893154Notes

Reaction equation

HRID 1893154 reaction equation
[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1.[CH2:12]([C:18]1[CH:23]=[CH:22][C:21]([C:24]2[C:25]([C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=3)=[CH:26][C:27]([CH2:30][OH:31])=[CH:28][CH:29]=2)=[CH:20][CH:19]=1)[CH2:13][CH2:14][CH2:15][CH2:16][CH3:17]>ClCCl>[CH2:12]([C:18]1[CH:23]=[CH:22][C:21]([C:24]2[C:25]([C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=3)=[CH:26][C:27]([CH:30]=[O:31])=[CH:28][CH:29]=2)=[CH:20][CH:19]=1)[CH2:13][CH2:14][CH2:15][CH2:16][CH3:17]

Participants

4

Reactant 2

HCID 66586329HCID 66586329, compoundHCID 178418287HCID 178418287, compound

Product 1

HCID 86659250HCID 86659250, compoundYield 88.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a vigorously stirred solution of pyridinium chlorochromate (1.29 g, 5.97 mmol) and celite (2.6 g) in dichloromethane (30 mL) was added a solution of (4-hexyl-1,1′:2′,1″-terphenyl-4′-yl)methanol (1.37 g, 3.98 mmol) in dichloromethane. After stirring at RT for 3 h, the reaction mixture was filtered through a plug of silica gel and eluted well with dichloromethane. Concentration yielded 1.21 g of the aldehyde as colorless oil.

Workup

  1. filtrationthe reaction mixture was filtered through a plug of silica gel
  2. washeluted well with dichloromethane
  3. concentrationConcentration

Sources & evidence

ORD record
ord-0d5c94c72095451ca847f4343705aaba
Source dataset
uspto-grants-2013_08
Patent number
US08513220B2

Reaction notes

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