Sodium Acetate → HCID 18790893, compound

HRID 1005264Notes

Reaction equation

HRID 1005264 reaction equation
[CH2:1]([CH:5]([CH:12]=[CH2:13])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][OH:11])[CH2:2][CH2:3][CH3:4].[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1.C([O-])(=O)C.[Na+]>ClCCl>[CH2:1]([CH:5]([CH:12]=[CH2:13])[CH2:6][CH2:7][CH2:8][CH2:9][CH:10]=[O:11])[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 517045Sodium AcetateHCID 18790896HCID 18790896, compoundHCID 178418287HCID 178418287, compound

Product 1

HCID 18790893HCID 18790893, compoundYield 72.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A dichloromethane (1 ml) solution of 6-butyloct-7-en-1-ol (400 mg, 2.17 mmol ) was oxidized with a suspension of pyridinium chlorochromate (0.65 g, 3 mmol) and sodium acetate (20 mg) in 2 ml of dichloromethane. Standard work-up followed by PMLPC yielded 288 mg (70%) of 6-butyloct-7-enaldehyde.

Sources & evidence

ORD record
ord-d0fb67af21984152a567152e77f371f0
Source dataset
uspto-grants-2000_04
Patent number
US06054141

Reaction notes

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