Hydrochloric Acid → HCID 23506216, compound

HRID 1267966Notes

Reaction equation

HRID 1267966 reaction equation
COC[O:4][C:5]1[CH:6]=[N:7][CH:8]=[CH:9][C:10]=1[CH2:11][CH2:12][CH2:13][OH:14].Cl>C(O)C>[OH:4][C:5]1[CH:6]=[N:7][CH:8]=[CH:9][C:10]=1[CH2:11][CH2:12][CH2:13][OH:14]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 12986046HCID 12986046, compound

Product 1

HCID 23506216HCID 23506216, compoundYield 73%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3-(3-Methoxymethoxypyridin-4-yl)-1-propanol (3.67 g, 18.6 mmol) obtained in Example 2 is dissolved in ethanol (100 ml), and thereto is added a 15% aqueous hydrochloric acid solution (20 ml), and the mixture is heated under reflux for 30 minutes. The reaction solution is concentrated under reduced pressure, and the residue is purified by silica gel column chromatography (eluent: hexane/ethyl acetate), and further recrystallized from diethyl ether to give the title compound (2.08 g) as colorless crystals, m.p. 123-126° C.

Workup

  1. temperaturethe mixture is heated
  2. temperatureunder reflux for 30 minutes
  3. concentrationThe reaction solution is concentrated under reduced pressure
  4. customthe residue is purified by silica gel column chromatography (eluent: hexane/ethyl acetate)
  5. customfurther recrystallized from diethyl ether

Sources & evidence

ORD record
ord-706c046adfdc4b8ab13cbe9712942833
Source dataset
uspto-grants-2003_04
Patent number
US06555557B1

Reaction notes

Loading…