Tetrahydrofuran → 4-Chloro-3-methoxyaniline
Reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-])=O)=[CH:4][C:3]=1[O:11][CH3:12].C1COCC1>[Ni].CO>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH2:8])=[CH:4][C:3]=1[O:11][CH3:12]Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
A mixture of 36 g of 2-chloro-5-nitroanisole and Raney nickel® in 150 ml of MeOH and 200 ml of THF is hydrogenated in Parr apparatus for 4 hours, at 35° C. and under a pressure of 1.3 bar. The catalyst is filtered off over Celite® and the filtrate is concentrated under vacuum. 28 g of the expected product are obtained and are used without further purification.
Workup
- filtrationThe catalyst is filtered off over Celite®
- concentrationthe filtrate is concentrated under vacuum
Sources & evidence
- ORD record
- ord-a77733feb375483f93c36535d0ed4529
- Source dataset
- uspto-grants-2008_09
- Patent number
- US07425566B2
Reaction notes
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