Sodium Hydroxide → HCID 21830712, compound

HRID 1600973Notes

Reaction equation

HRID 1600973 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([OH:11])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].Cl[CH2:13][CH:14]([OH:23])[CH2:15][CH2:16][C:17]1[CH:18]=[N:19][CH:20]=[CH:21][CH:22]=1.[OH-].[Na+]>C(O)C.O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:6]=[CH:7][C:8]=1[O:9][CH3:10])[O:11][CH2:13][CH:14]([OH:23])[CH2:15][CH2:16][C:17]1[CH:18]=[N:19][CH:20]=[CH:21][CH:22]=1

Participants

6

Reactant 3

HCID 14798Sodium HydroxideHCID 162513,4-DimethoxyphenolHCID 22465338HCID 22465338, compound

Product 1

HCID 21830712HCID 21830712, compoundYield 6.6%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

Prepared according to the method described in Example 24b) from 3,4-dimethoxyphenol (0.77 g), (±)-α-(chloromethyl)-3-pyridinepropanol (1.0 g) and sodium hydroxide (0.2 g) in ethanol (45 ml) and water (5 ml) with heating at reflux for 1 hour. After work up the residue was purified by column chromatography over silica eluting with hexane:acetone (2:1) to give the title compound as a colourless oil (0.10 g).

Workup

  1. customPrepared
  2. temperaturewith heating
  3. temperatureat reflux for 1 hour
  4. customAfter work up the residue was purified by column chromatography over silica eluting with hexane:acetone (2:1)

Sources & evidence

ORD record
ord-a1eb5d0311e740ada42ed80cd96b52ad
Source dataset
uspto-grants-1999_11
Patent number
US05977105

Reaction notes

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