HCID 54303873, compound → HCID 86744109, compound

HRID 2166013Notes

Reaction equation

HRID 2166013 reaction equation
[CH3:1][CH:2]([CH2:4][C@H:5]([NH:11][C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[CH:6]=[CH:7][CH2:8][CH2:9][CH3:10])[CH3:3].[H][H]>C(O)C.[Pd]>[CH3:3][C:2]([CH2:4][C@H:5]([NH:11][C:12]([O:14][C:15]([CH3:16])([CH3:18])[CH3:17])=[O:13])[CH2:6][CH2:7][CH2:8][CH2:9][CH3:10])=[CH2:1]

Participants

5

Reactant 2

HCID 54303873HCID 54303873, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 86744109HCID 86744109, compoundYield 89%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of (S)-2 -methyl-4 -(tert butoxycarbonylamino)-5 -nonene (2.0 g) in absolute ethanol (75 mL) was hydrogenated over a 5% palladium on carbon catalyst (1.0 g) at 20°-25° and an initial pressure of 34 psi in a Paar apparatus. After one equivalent of hydrogen had been taken up (1 hour), the mixture was filtered and then concentrated under reduced pressure to give 1.78 g of product.

Workup

  1. custom(1 hour)
  2. filtrationthe mixture was filtered
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-55a29c66c82d4488a43c1060fced8647
Source dataset
uspto-grants-1990_07
Patent number
US04943561

Reaction notes

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