Ammonia → 6-[4-(4,5-Dihydro-2-oxazolyl)phenoxy]-1-hexanamine

HRID 981644Notes

Reaction equation

HRID 981644 reaction equation
[O:1]1[CH2:5][CH2:4][N:3]=[C:2]1[C:6]1[CH:19]=[CH:18][C:9]([O:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][C:16]#[N:17])=[CH:8][CH:7]=1.N.[H][H]>[Ni].CO>[O:1]1[CH2:5][CH2:4][N:3]=[C:2]1[C:6]1[CH:19]=[CH:18][C:9]([O:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][NH2:17])=[CH:8][CH:7]=1

Participants

6

Reactant 3

HCID 222AmmoniaHCID 14989231HCID 14989231, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 149892326-[4-(4,5-Dihydro-2-oxazolyl)phenoxy]-1-hexanamineYield 100%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

A mixture of 3.2 parts of 6-[4-(4,5-dihydro-2-oxazolyl)phenoxy]hexanenitrile and 80 parts of methanol, saturated with ammonia, was hydrogenated at normal pressure and at room temperature with 1 part of Raney-nickel catalyst. After the calculated amount of hydrogen was taken up, the catalyst was filtered off and the filtrate was evaporated, yielding 3.2 parts (100%) of 6-[4-(4,5-dihydro-2-oxazolyl)phenoxy]hexanamine as a residue (int. 108).

Workup

  1. filtrationthe catalyst was filtered off
  2. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-dc5d29485aa54002bbc3aac430489826
Source dataset
uspto-grants-1991_02
Patent number
US04992433

Reaction notes

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