Hydrochloric Acid → HCID 54509153, compound

HRID 1647222Notes

Reaction equation

HRID 1647222 reaction equation
[CH:1]([C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][CH:11]=1)[C:6]([OH:8])=[O:7])=O.[OH-].[Na+].[CH3:14][C:15]([C:17]1[CH:22]=[C:21]([O:23][CH3:24])[CH:20]=[CH:19][C:18]=1[O:25][CH3:26])=[O:16].Cl>C(O)C.O>[CH3:26][O:25][C:18]1[CH:19]=[CH:20][C:21]([O:23][CH3:24])=[CH:22][C:17]=1[C:15](=[O:16])[CH:14]=[CH:1][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][CH:11]=1)[C:6]([OH:8])=[O:7]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 120773-CarboxybenzaldehydeHCID 14798Sodium HydroxideHCID 709912',5'-Dimethoxyacetophenone

Product 1

HCID 54509153HCID 54509153, compoundYield 69.8%

Reagents, catalysts & solvents 1

HCID 19096565Water ethanolSolvent

Procedure

To a solution of 3-formylbenzoic acid (2.0 g, 13.3 mmol) and sodium hydroxide (1.32 g, 33 mmol) in 400 mL of ethanol/water (1:1) is added 2,5-dimethoxyacetophenone (2.4 g, 13.3 mmol) and the resulting solution is stirred overnight at room temperature. The mixture is acidified with concentrated hydrochloric acid and the resulting solid is collected by filtration after diluting the mixture with water (200 mL) to provide 2.9 g of the title compound; mp 152°-155° C.

Workup

  1. filtrationthe resulting solid is collected by filtration
  2. additionafter diluting the mixture with water (200 mL)

Sources & evidence

ORD record
ord-8380c95aceb94edbbc840884f6821598
Source dataset
uspto-grants-1995_07
Patent number
US05430047

Reaction notes

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