[2-(3-Chloro-4-nitrophenoxy)ethyl]diethylamine → [2-(3-Chloro-4-aminophenoxy)ethyl]diethylamine

HRID 898540Notes

Reaction equation

HRID 898540 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:13]=[CH:14][C:15]=1[N+:16]([O-])=O)[O:5][CH2:6][CH2:7][N:8]([CH2:11][CH3:12])[CH2:9][CH3:10]>[Ni].CCOC(C)=O>[Cl:1][C:2]1[CH:3]=[C:4]([O:5][CH2:6][CH2:7][N:8]([CH2:11][CH3:12])[CH2:9][CH3:10])[CH:13]=[CH:14][C:15]=1[NH2:16]

Participants

4

Reactant 1

HCID 68816613[2-(3-Chloro-4-nitrophenoxy)ethyl]diethylamine

Product 1

HCID 57082476[2-(3-Chloro-4-aminophenoxy)ethyl]diethylamine

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A suspension of 1.24 g (4.547 mmol) [2-(3-chloro-4-nitro-phenoxy)-ethyl]diethyl-amine (Z27a) and 300 mg Raney nickel in EtOAc was hydrogenated at RT and 3 bar. The catalyst was filtered off and the filtrate evaporated down i. vac.

Workup

  1. customwas hydrogenated at RT
  2. filtrationThe catalyst was filtered off
  3. customthe filtrate evaporated down i

Sources & evidence

ORD record
ord-54eabcce50c24f09a57bf0eab15f9a0e
Source dataset
uspto-grants-2008_04
Patent number
US07351719B2

Reaction notes

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