Hydrochloric Acid → 178698-88-9

HRID 1393084Notes

Reaction equation

HRID 1393084 reaction equation
[CH2:1]([C:3]1[CH:8]=[C:7]([N+:9]([O-])=O)[CH:6]=[CH:5][C:4]=1[OH:12])[CH3:2].Cl>CO.[Pd]>[NH2:9][C:7]1[CH:6]=[CH:5][C:4]([OH:12])=[C:3]([CH2:1][CH3:2])[CH:8]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 214742Phenol, 2-ethyl-4-nitro-

Product 1

HCID 586331178698-88-9Yield 122.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 2-ethyl-4-nitro-phenol (3.34 g, 20.00 mmol) in MeOH (40 ml) and aqueous 1M HCl (20 ml, 20.00 mmol) was hydrogenated in the presence of 10% Pd/C (0.33 g) for 4 h. After removal of the catalyst the reaction was evaporated and suspended in CH2Cl2 and a small amount of MeOH, dried (Na2SO4) and evaporated to give 3.35 g (96%) of 4-amino-2-ethyl-phenol.HCl, MS: 138 (MH+), MP: 239-240° C., dec.

Workup

  1. customAfter removal of the catalyst the reaction
  2. customwas evaporated
  3. dry with materiala small amount of MeOH, dried (Na2SO4)
  4. customevaporated

Sources & evidence

ORD record
ord-f8df416800c74f0cbf4ceeaeb53d0356
Source dataset
uspto-grants-2008_03
Patent number
US07345067B2

Reaction notes

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