2-Bicyclopropyl-2-yl-phenylamine → HCID 86685672, compound

HRID 242299Notes

Reaction equation

HRID 242299 reaction equation
[CH:1]1([CH:11]2[CH2:13][CH2:12]2)[CH2:3][CH:2]1[C:4]1[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=1[NH2:6].[H][H]>O1CCCC1.[Ru]>[CH:1]1([CH:11]2[CH2:13][CH2:12]2)[CH2:3][CH:2]1[CH:4]1[CH2:10][CH2:9][CH2:8][CH2:7][CH:5]1[NH2:6]

Participants

5

Reactant 2

HCID 167270602-Bicyclopropyl-2-yl-phenylamineHCID 178418361HCID 178418361, compound

Product 1

HCID 86685672HCID 86685672, compound

Reagents, catalysts & solvents 2

HCID 23950RutheniumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

0.289 g of Ru/C (5%) are added to a solution comprising 3.00 g (17.31 mmol) 2-[1,1′-Bi(cyclopropyl)-2-yl]anilin in 20 ml of tetrahydrofuran, and the mixture is hydrogenated with 100 bar of hydrogen at 120° C. for 20 hours. After cooling to room temperature, the catalyst is filtered off through Celite 545 and the product is concentrated under reduced pressure. This gives 3.01 g (96%) of 2-[1,1′-Bi(cyclopropyl)-2-yl]cyclohexanamine having a purity of 96% according to MSD-HPLC.

Workup

  1. filtrationthe catalyst is filtered off through Celite 545
  2. concentrationthe product is concentrated under reduced pressure

Sources & evidence

ORD record
ord-862d26d240de464e8792732256cb677b
Source dataset
uspto-grants-2014_02
Patent number
US08653114B2

Reaction notes

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