Potassium Carbonate → 3-[(5-Phenylpentyl)oxy]-2-pyridinemethanol

HRID 2243284Notes

Reaction equation

HRID 2243284 reaction equation
[C:1]1([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11]Br)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH:13][CH2:14][C:15]1[C:20]([OH:21])=[CH:19][CH:18]=[CH:17][N:16]=1.C(=O)([O-])[O-].[K+].[K+]>C(OCC)(=O)C>[C:1]1([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][O:21][C:20]2[C:15]([CH2:14][OH:13])=[N:16][CH:17]=[CH:18][CH:19]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 841693-Hydroxypyridine-2-methanolHCID 285561(5-Bromopentyl)benzene

Product 1

HCID 179586123-[(5-Phenylpentyl)oxy]-2-pyridinemethanol

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

1.9 g (6.01 mmol) of phenylpentyl bromide, 1.00 g (8.00 mmol) of 2-hydroxymethyl-3-pyridinol and 1.2 g (8.8 mmol) of potassium carbonate are heated at reflux overnight. The mixture is taken up in ethyl acetate, washed with water, 2N aqueous sodium hydroxide solution and water, dried and concentrated under reduced pressure.

Workup

  1. temperatureat reflux overnight
  2. washwashed with water, 2N aqueous sodium hydroxide solution and water
  3. customdried
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-bb301507a11c488eb6bb980d9e414975
Source dataset
uspto-grants-2010_03
Patent number
US07674825B2

Reaction notes

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