1-(2-Chloro-5-nitrophenyl)ethan-1-one → 1-(5-amino-2-chlorophenyl)ethanone

HRID 2389253Notes

Reaction equation

HRID 2389253 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-])=O)=[CH:4][C:3]=1[C:11](=[O:13])[CH3:12]>[Fe]>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH2:8])=[CH:4][C:3]=1[C:11](=[O:13])[CH3:12]

Participants

3

Reactant 1

HCID 899961-(2-Chloro-5-nitrophenyl)ethan-1-one

Product 1

HCID 15019111-(5-amino-2-chlorophenyl)ethanone

Reagents, catalysts & solvents 1

HCID 23925IronCatalyst

Procedure

Procedure A was performed with 2′-chloro-5′-nitro-acetophenone (0.22 g, 1.1 mmol) and iron powder (0.64 g, 11 mmol). The crude product was purified by flash column chromatography on silica gel eluting with EtOAc:hexanes (0:1 to 1:0) to afford the desired 2′-chloro-5′-amino-acetophenone.

Workup

  1. customThe crude product was purified by flash column chromatography on silica gel eluting with EtOAc:hexanes (0:1 to 1:0)

Sources & evidence

ORD record
ord-ccada75f23184e1f82742c48ec195e51
Source dataset
uspto-grants-2012_09
Patent number
US08273743B2

Reaction notes

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