2-Aminophenol → HCID 68604093, compound

HRID 1948806Notes

Reaction equation

HRID 1948806 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][N:5]=1)(=O)[CH3:2].[NH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[OH:17].C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[N:5]1[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=1[CH2:1][CH2:2][N:10]=[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]1[OH:17]

Participants

5

Reactant 3

HCID 58012-Aminophenol2×HCID 6101p-Toluenesulfonic acidHCID 142862-Acetylpyridine2×

Product 1

HCID 68604093HCID 68604093, compoundYield 33%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
140 °C

Procedure

450 μl (3 mmol) of 2-acetylpyridine (reagent 1), 331 mg (3 mmol) of 2-aminophenol (reagent 2) and a few mg of para toluene sulfonic acid were dissolved in 20 mL of dry toluene. The reaction mixture was stirred at a temperature of 140° C. for a period of time of 3 days. The solution was evaporated to dryness. After a chromatography on silica gel (heptane/AcOEt 8:2), 208 mg of ligand L27 were obtained as yellow solid with a yield of 33%.

Workup

  1. customThe solution was evaporated to dryness
  2. customwere obtained as yellow solid with a yield of 33%

Sources & evidence

ORD record
ord-360e90f48b10434c9ddc8f0c980dd2ea
Source dataset
uspto-grants-2013_03
Patent number
US08399582B2

Reaction notes

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