HCID 67021600, compound → Methyl 4-amino-2,6-dichlorobenzeneacetate

HRID 1661018Notes

Reaction equation

HRID 1661018 reaction equation
[CH3:1][O:2][C:3](=[O:16])[CH2:4][C:5]1[C:10]([Cl:11])=[CH:9][C:8]([N+:12]([O-])=O)=[CH:7][C:6]=1[Cl:15]>[Ni].CO>[CH3:1][O:2][C:3](=[O:16])[CH2:4][C:5]1[C:6]([Cl:15])=[CH:7][C:8]([NH2:12])=[CH:9][C:10]=1[Cl:11]

Participants

4

Reactant 1

HCID 67021600HCID 67021600, compound

Product 1

HCID 67021638Methyl 4-amino-2,6-dichlorobenzeneacetate

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

A suspension of (2,6-dichloro-4-nitro-phenyl)-acetic acid methyl ester (12.7 g, 47.13 mmol) and Raney Nickel (3 g) in MeOH (500 mL) is stirred for 3.5 h at rt, under a hydrogen atmosphere. The reaction mixture is filtered through a pad of celite and concentrated to afford the title compound as a yellow solid: ESI-MS: 232.0/234.0 [M-H]−; tR=3.11 min (System 2).

Workup

  1. filtrationThe reaction mixture is filtered through a pad of celite
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-46990c54e8b8406eb274310749497274
Source dataset
uspto-grants-2011_10
Patent number
US08030311B2

Reaction notes

Loading…