HCID 89738911, compound → HCID 89738937, compound

HRID 1468250Notes

Reaction equation

HRID 1468250 reaction equation
[CH3:1]/[C:2](=[CH:7]\[CH:8]1[CH2:13][CH2:12][CH:11]([CH3:14])[CH2:10][CH2:9]1)/[CH2:3][CH2:4][CH:5]=[O:6]>C1CCCCC1.[Pd]>[CH3:1][CH:2]([CH2:7][CH:8]1[CH2:9][CH2:10][CH:11]([CH3:14])[CH2:12][CH2:13]1)[CH2:3][CH2:4][CH:5]=[O:6]

Participants

4

Reactant 1

HCID 89738911HCID 89738911, compound

Product 1

HCID 89738937HCID 89738937, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8078CyclohexaneSolvent

Procedure

(E)-4-Methyl-5-(4-methylcyclohexyl)pent-4-enal (2.94 g; 15.13 mmol) was hydrogenated in cyclohexane (20 ml) at 20 bar and room temperature in the presence of 5% w/w palladium on charcoal (0.15 g). The product was purified by column chromatography on silica gel (eluent: heptanes/ethyl acetate 15:1) followed by bulb-to-bulb distillation (60° C./0.01 mbar).

Workup

  1. customThe product was purified by column chromatography on silica gel (eluent: heptanes/ethyl acetate 15:1)
  2. distillationfollowed by bulb-to-bulb distillation (60° C./0.01 mbar)

Sources & evidence

ORD record
ord-e556ad85263b4675bbe53c03c5c7484a
Source dataset
uspto-grants-2015_04
Patent number
US09000226B2

Reaction notes

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