2-Chloro-1-(2,2-diethoxy-ethoxy)4-nitrobenzene → 3-Chloro-4-(2,2-diethoxy-ethoxy)-phenylamine

HRID 898518Notes

Reaction equation

HRID 898518 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([N+:8]([O-])=O)[CH:5]=[CH:4][C:3]=1[O:11][CH2:12][CH:13]([O:17][CH2:18][CH3:19])[O:14][CH2:15][CH3:16]>CCOC(C)=O.[Pd]>[Cl:1][C:2]1[CH:7]=[C:6]([NH2:8])[CH:5]=[CH:4][C:3]=1[O:11][CH2:12][CH:13]([O:17][CH2:18][CH3:19])[O:14][CH2:15][CH3:16]

Participants

4

Reactant 1

HCID 552478212-Chloro-1-(2,2-diethoxy-ethoxy)4-nitrobenzene

Product 1

HCID 688756713-Chloro-4-(2,2-diethoxy-ethoxy)-phenylamine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

30 g (0.104 mol) of 2-chloro-1-(2,2-diethoxy-ethoxy)-4-nitrobenzene was added to a suspension of 1.50 g Pd/C (10%) in 500 mL EtOAc and the mixture was hydrogenated for 2 hours at 20 psi. The catalyst was filtered off and the filtrate evaporated down i. vac.

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe filtrate evaporated down i

Sources & evidence

ORD record
ord-71ed4315d90b4a50ae6f22d698881128
Source dataset
uspto-grants-2008_04
Patent number
US07351719B2

Reaction notes

Loading…