HCID 19851967, compound → 3-[3-(4-Acetyl-3-methoxy-2-n-propylphenoxy)-propoxy]-aniline

HRID 1607159Notes

Reaction equation

HRID 1607159 reaction equation
[C:1]([C:4]1[CH:23]=[CH:22][C:7]([O:8][CH2:9][CH2:10][CH2:11][O:12][C:13]2[CH:14]=[C:15]([N+:19]([O-])=O)[CH:16]=[CH:17][CH:18]=2)=[C:6]([CH2:24][CH2:25][CH3:26])[C:5]=1[O:27][CH3:28])(=[O:3])[CH3:2]>[Ni].O1CCCC1>[C:1]([C:4]1[CH:23]=[CH:22][C:7]([O:8][CH2:9][CH2:10][CH2:11][O:12][C:13]2[CH:14]=[C:15]([CH:16]=[CH:17][CH:18]=2)[NH2:19])=[C:6]([CH2:24][CH2:25][CH3:26])[C:5]=1[O:27][CH3:28])(=[O:3])[CH3:2]

Participants

4

Reactant 1

HCID 19851967HCID 19851967, compound

Product 1

HCID 198519403-[3-(4-Acetyl-3-methoxy-2-n-propylphenoxy)-propoxy]-aniline

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 8028TetrahydrofuranSolvent

Procedure

2.0 g of Raney nickel are added to a solution of 10 g of 3-[3-(4-acetyl-3-methoxy-2-n-propylphenoxy)-propoxy]-nitrobenzene in 100 ml of tetrahydrofuran and the whole is hydrogenated at room temperature. The catalyst is filtered off and washed with tetrahydrofuran. After concentration of the filtrate by evaporation under reduced pressure, 3-[3-(4-acetyl-3-methoxy-2-n-propylphenoxy)-propoxy]-aniline is obtained in the form of a colourless oil.

Workup

  1. customis hydrogenated at room temperature
  2. filtrationThe catalyst is filtered off
  3. washwashed with tetrahydrofuran
  4. customAfter concentration of the filtrate by evaporation under reduced pressure

Sources & evidence

ORD record
ord-a71f4676f0e64491a36985df7bcfda98
Source dataset
uspto-grants-1989_09
Patent number
US04863942

Reaction notes

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