Diethylether pentane → 4-(4-Methoxy-butyl)pyridin-3-ol

HRID 252367Notes

Reaction equation

HRID 252367 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7]1[CH:12]=[CH:11][N:10]=[CH:9][C:8]=1[O:13]C(=O)C.C(OCC)C.CCCCC>C(O)(=O)C>[CH3:1][O:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7]1[CH:12]=[CH:11][N:10]=[CH:9][C:8]=1[OH:13]

Participants

4

Reactant 2

HCID 21877078Diethylether pentaneHCID 66889070Acetic acid 4-(4-methoxy-butyl)-pyridin-3-yl ester

Product 1

HCID 231494654-(4-Methoxy-butyl)pyridin-3-ol

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
70 °C

Procedure

A mixture of 39 mmol acetic acid 4-(4-methoxy-butyl)-pyridin-3-yl ester in 20 ml acetic acid is heated to 70° C. for 30 minutes. After cooling, 75 ml of diethyl ether/pentane (1:5) is added and the precipitate is collected by filtration. The title compound is obtained from the solid by re-crystallization from toluene and identified based on its Rf value.

Workup

  1. temperatureAfter cooling
  2. filtrationthe precipitate is collected by filtration

Sources & evidence

ORD record
ord-8ecbfd7d18b04774b6f5f3959e4c6088
Source dataset
uspto-grants-2011_01
Patent number
US07868036B2

Reaction notes

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