HCID 86747097, compound → HCID 54453846, compound

HRID 2254339Notes

Reaction equation

HRID 2254339 reaction equation
[C:1]1([CH:11]=[CH:12][CH:13]=[CH:14][C:15]([CH3:20])=[C:16]([F:19])[CH2:17][OH:18])[C:10]2[C:4]([CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=2)=[CH:3][CH:2]=1.FO>ClCCl.[O-2].[O-2].[Mn+4]>[C:1]1([CH:11]=[CH:12][CH:13]=[CH:14][C:15]([CH3:20])=[C:16]([F:19])[CH:17]=[O:18])[C:10]2[C:4]([CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=2)=[CH:3][CH:2]=1

Participants

4

Reactant 1

HCID 86747097HCID 86747097, compound

Product 1

HCID 54453846HCID 54453846, compound

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent2×

Procedure

Alcohol 20 (obtained as described in Example 14) is oxidized with active manganese dioxide (5 g) in dichloromethane until the disappearance of starting material (monitored by thin layer chromatography on silica gel, dichloromethane solvent) affords the desired product, 7-(1-azulenyl)-2-fluoro-3-methyl- 2,4,6-heptatrienal, 21 , as a 2-cis/2-trans mixture as determined by NMR spectroscopy.

Sources & evidence

ORD record
ord-6385b14c75b74cdbadd199a33edf46d6
Source dataset
uspto-grants-1993_08
Patent number
US05235076

Reaction notes

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