2-Aminophenol → HCID 1510394, compound

HRID 456402Notes

Reaction equation

HRID 456402 reaction equation
N[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1O.[C:9](=[O:12])([O-])[O-].[K+].[K+].[CH3:15][N:16]([CH:18]=O)C>>[CH2:15]([NH:16][C:18]1[CH:4]=[CH:3][CH:2]=[CH:7][C:9]=1[OH:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 58012-AminophenolHCID 6228DimethylformamideHCID 11430Potassium Carbonate

Product 1

HCID 1510394HCID 1510394, compoundYield 66.4%

Conditions

Temperature
60 °C

Procedure

To a stirred mixture of 2-aminophenol (3.0 g, 27.5 mmol), potassium carbonate (6.0 g, 43.4 mmol) and DMF (25 mL) 1-(bromomethyl)benzene (3.75 mL, 31.3 mmol) was added. The mixture was stirred at 60° C. overnight. Purification by preparative HPLC (Kromasil C18; eluant:acetonitrile+0.1% TFA/water+0.1% TFA) gave the subtitled compound (1.82 g, 33%).

Workup

  1. additionwas added
  2. customPurification by preparative HPLC (Kromasil C18; eluant:acetonitrile+0.1% TFA/water+0.1% TFA)

Sources & evidence

ORD record
ord-0a2badedcef64ffb8efd60beb66f977b
Source dataset
uspto-grants-2007_03
Patent number
US07186718B2

Reaction notes

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