HCID 88424876, compound → HCID 131718558, compound

HRID 1728994Notes

Reaction equation

HRID 1728994 reaction equation
[CH3:1]/[C:2](=[CH:5]\[CH2:6][C@H:7]1[CH2:12][C@H:11]2[CH2:13][C@H:9]([C:10]2([CH3:15])[CH3:14])[C@@H:8]1[CH3:16])/[CH:3]=[O:4]>[Pd].CCCCCC>[CH3:1][CH:2]([CH2:5][CH2:6][C@H:7]1[CH2:12][C@H:11]2[CH2:13][C@H:9]([C:10]2([CH3:14])[CH3:15])[C@@H:8]1[CH3:16])[CH:3]=[O:4]

Participants

4

Reactant 1

HCID 88424876HCID 88424876, compound

Product 1

HCID 131718558HCID 131718558, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8058HexaneSolvent

Procedure

A mixture of 12.0 g (55 mmol) of (E)-2-methyl-4-[(1S,2R,3S,5S)-3-pinanyl]-2-butenal, 100 ml of hexane and 0.36 g of 5% palladium on charcoal is hydrogenated for 3 h. at atmospheric pressure. After filtration of the catalyst and evaporation of the solvent under vacuum there are obtained 12.2 g of (R/S)-2-methyl-4-[(1S,2R,3S,5S)-3-pinanyl]butanal (yield=100%).

Workup

  1. filtrationAfter filtration of the catalyst and evaporation of the solvent under vacuum

Sources & evidence

ORD record
ord-24ac9ee79e3b4569b96fd201b245e3d3
Source dataset
uspto-grants-1994_07
Patent number
US05329052

Reaction notes

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