524959-64-6 → HCID 11847990, compound

HRID 501357Notes

Reaction equation

HRID 501357 reaction equation
[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[N:4][C:3]=1[CH2:13][C:14]#[N:15].[H][H]>[Co].C(CN)O>[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[N:4][C:3]=1[CH2:13][CH2:14][NH2:15]

Participants

5

Reactant 2

HCID 11849170524959-64-6HCID 178418361HCID 178418361, compound

Product 1

HCID 11847990HCID 11847990, compoundYield 102.3%

Reagents, catalysts & solvents 2

HCID 104730CobaltCatalystHCID 700EthanolamineSolvent

Procedure

This example was run in an analogous manner as example 5 but using 6.00 g (30 mmol) of (5-Methyl-2-phenyl-oxazol-4-yl)-acetonitrile in the presence of 0.60 g of wet Raney Cobalt catalyst (Johnson Matthey 8B0022, wet, ca. 50 weight %) in the presence of 40 μL of ethanolamine as modifier in a 185 mL autoclave at 70° C. under 9 bar of hydrogen pressure for 1.5 h. Removal of the catalyst by filtration, evaporation of the solvents and drying (50° C./10 mbar/2 h) afforded 6.21 g of 2-(5-Methyl-2-phenyl-oxazol-4-yl)-ethylamine with a purity of 90.3% (HPLC area %).

Workup

  1. customat 70° C.
  2. customfor 1.5 h
  3. customRemoval of the catalyst
  4. filtrationby filtration, evaporation of the solvents
  5. customdrying (50° C./10 mbar/2 h)

Sources & evidence

ORD record
ord-b450fd078ebd411a9035509404f85ca5
Source dataset
uspto-grants-2010_08
Patent number
US07772264B2

Reaction notes

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