Tetrahydrofuran → 2-Amino-6-bromophenol

HRID 469824Notes

Reaction equation

HRID 469824 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([N+:8]([O-])=O)[C:3]=1[OH:11].C1COCC1>CO.[Ni]>[NH2:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([Br:1])[C:3]=1[OH:11]

Participants

5

Reactant 2

HCID 8028TetrahydrofuranHCID 135454532-Bromo-6-nitrophenol

Product 1

HCID 155315062-Amino-6-bromophenol

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

A solution of 5.3 g (22.7 mmol) 2-bromo-6-nitro-phenol in 100 ml MeOH:THF=1:1 is hydrogenated in the presence of 0.2 g Ra—Ni (in EtOH, Degussa B113W). The reaction mixture is filtered (2 glass fiber filters used) and the filtrate is concentrated in vacuo to afford the crude title compound.

Workup

  1. filtrationThe reaction mixture is filtered (2 glass fiber filters used)
  2. concentrationthe filtrate is concentrated in vacuo

Sources & evidence

ORD record
ord-26bd5e9dcb284bcea424992ae7e1b2c8
Source dataset
uspto-grants-2014_01
Patent number
US08629168B2

Reaction notes

Loading…