Benzenepropanal, .beta.-methyl-3-(1-methylethenyl)- → Florhydral

HRID 1165609Notes

Reaction equation

HRID 1165609 reaction equation
[CH2:1]=[C:2]([C:4]1[CH:5]=[C:6]([CH:10]([CH3:14])[CH2:11][CH:12]=[O:13])[CH:7]=[CH:8][CH:9]=1)[CH3:3].[H][H]>[Pd].C(O)C>[CH3:3][CH:2]([C:4]1[CH:5]=[C:6]([CH:10]([CH3:14])[CH2:11][CH:12]=[O:13])[CH:7]=[CH:8][CH:9]=1)[CH3:1]

Participants

5

Reactant 2

HCID 86208Benzenepropanal, .beta.-methyl-3-(1-methylethenyl)-HCID 178418361HCID 178418361, compound

Product 1

HCID 86209FlorhydralYield 78%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

3-(3-Propen-2-ylphenyl)butanal, lb, (100 g) was hydrogenated over palladium on charcoal (5% wet, 1 gram) in 150 ml ethanol for 2.5 hours at 50 psi hydrogen using a Parr-shaker apparatus. The product mixture was decanted, filtered and the ethanol removed on a rotary evaporator to give 97 grams of a mixture which analyzed as 95.8% la, and 2% lb. The mixture was distilled to give 78.1 g pure la, b.p. 84° C./0.3 mm.Hg. Yield 78.0% la. IR and NMR spectra were compatible with the assigned structure. Odor: fresh, floral, melon having qualities found in lily-of-the-valley (muguet) and linden blossom. Odor value: 981,483; Odor threshold value: 0.07 ng/L. EXAMPLE III

Workup

  1. customThe product mixture was decanted
  2. filtrationfiltered
  3. customthe ethanol removed on a rotary evaporator

Sources & evidence

ORD record
ord-4ee9895e3ef74a60877ee55e667283de
Source dataset
uspto-grants-1990_03
Patent number
US04910346

Reaction notes

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