Sodium Hydroxide → HCID 67291069, compound

HRID 1685407Notes

Reaction equation

HRID 1685407 reaction equation
C[O:2][C:3]1[CH:4]=[N:5][CH:6]=[C:7]([O:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:8]=1.Cl.[NH+]1C=CC=CC=1.[OH-].[Na+]>CO>[O:9]([C:7]1[CH:8]=[C:3]([OH:2])[CH:4]=[N:5][CH:6]=1)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 21584435Pyridinium hydrochlorideHCID 67292589HCID 67292589, compound

Product 1

HCID 67291069HCID 67291069, compoundYield 54%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
150 °C

Procedure

A mixture of 0.6 g (3.37 mM) of 3-methoxy-5-phenoxypyridine and 1.15 g (10 mM) of pyridinium hydrochloride is prepared. It is heated by microwaves for 40 minutes at 150° C. and then cooled, taken up with methanol and brought to pH 7 with 1 N sodium hydroxide solution. After concentration under reduced pressure, the residue obtained is purified by chromatography on silica gel using a toluene/isopropanol mixture (95/5; v/v) as the eluent to give the desired product in the form of an off-white solid with a yield of 54%.

Workup

  1. customis prepared
  2. temperaturecooled
  3. concentrationAfter concentration under reduced pressure
  4. customthe residue obtained
  5. customis purified by chromatography on silica gel using a toluene/isopropanol mixture (95/5; v/v) as the eluent

Sources & evidence

ORD record
ord-6d161d15b4224b20ba7efc85e38d5903
Source dataset
uspto-grants-2012_04
Patent number
US08148407B2

Reaction notes

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