HCID 67064808, compound → HCID 67065300, compound

HRID 2045763Notes

Reaction equation

HRID 2045763 reaction equation
[CH3:1][CH:2]1[CH2:6][C:5]([CH3:8])([CH3:7])[CH2:4][CH:3]1[C:9](=[CH2:12])[C:10]#[N:11].[H][H]>C1(C)C=CC=CC=1.[Pd]>[CH3:1][CH:2]1[CH2:6][C:5]([CH3:7])([CH3:8])[CH2:4][CH:3]1[CH:9]([CH3:12])[C:10]#[N:11]

Participants

5

Reactant 2

HCID 67064808HCID 67064808, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 67065300HCID 67065300, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 1140TolueneSolvent

Procedure

A solution containing 1 equivalent of 2-(2,4,4-trimethyl-cyclopentyl)acrylonitrile 5 in toluene and 5% by weight of 5% palladium-on-charcoal is placed in an autoclave, under 20 bar of hydrogen, at 40° C. At the end of the reaction, the autoclave is purged with nitrogen and the solution is filtered through celite. The filtrate is concentrated. The crude product, obtained in the form of four diastereomers in proportions of 8:18:22:52, is purified by distillation.

Workup

  1. customAt the end of the reaction
  2. customthe autoclave is purged with nitrogen
  3. filtrationthe solution is filtered through celite
  4. concentrationThe filtrate is concentrated

Sources & evidence

ORD record
ord-97937a6fc83c41309b1c0648d76709e6
Source dataset
uspto-grants-2013_11
Patent number
US08592360B2

Reaction notes

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