Hydrochloric Acid → HCID 22733866, compound

HRID 1937424Notes

Reaction equation

HRID 1937424 reaction equation
[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Cl:26])[C:7]=1[CH2:8][CH2:9][C:10]1[C:15]2[CH:16]=[C:17]([C:19]([O:21]CC)=[O:20])[O:18][C:14]=2[C:13]([O:24][CH3:25])=[CH:12][CH:11]=1.Cl>O1CCOCC1.CO.[OH-].[Na+]>[Cl:26][C:6]1[CH:5]=[N:4][CH:3]=[C:2]([Cl:1])[C:7]=1[CH2:8][CH2:9][C:10]1[C:15]2[CH:16]=[C:17]([C:19]([OH:21])=[O:20])[O:18][C:14]=2[C:13]([O:24][CH3:25])=[CH:12][CH:11]=1

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 22734283HCID 22734283, compound

Product 1

HCID 22733866HCID 22733866, compoundYield 97.5%

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 14798Sodium HydroxideSolventHCID 312751,4-DioxaneSolvent

Procedure

Ethyl 4-[2-(3,5-dichloro-4-pyridyl)ethyl]-7-methoxybenzofuran-2-carboxylate (1.9 g) was dissolved in dioxane (20 ml)-methanol (5 ml), and 1 N aqueous NaOH (15 ml) as added thereto. The mixture was returned to room temperature and stirred for 30 minutes. After 1 N aqueous HCl was dropwise added thereto under cooling on ice, the precipitated crystals were collected by filtration and washed with water to give Compound N (1.72 g, 97%) as colorless crystals.

Workup

  1. additionas added
  2. customwas returned to room temperature
  3. temperatureunder cooling on ice
  4. filtrationthe precipitated crystals were collected by filtration
  5. washwashed with water

Sources & evidence

ORD record
ord-5ce31a9727fa4f41b34149c8a28065a4
Source dataset
uspto-grants-2002_05
Patent number
US06395738B1

Reaction notes

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