Hydrochloric Acid → HCID 10047017, compound

HRID 1647221Notes

Reaction equation

HRID 1647221 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.[F:12][C:13]1[CH:18]=[CH:17][C:16]([C:19](=[O:21])[CH3:20])=[CH:15][CH:14]=1.[OH-:22].[Na+].Cl>C(O)C.O>[F:12][C:13]1[CH:18]=[CH:17][C:16]([C:19](=[O:21])[CH2:20][CH:1]([C:3]2[CH:4]=[C:5]([CH:9]=[CH:10][CH:11]=2)[C:6]([OH:8])=[O:7])[CH2:20][C:19]([C:16]2[CH:17]=[CH:18][C:13]([F:12])=[CH:14][CH:15]=2)=[O:22])=[CH:15][CH:14]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 98284'-FluoroacetophenoneHCID 120773-CarboxybenzaldehydeHCID 14798Sodium Hydroxide

Product 1

HCID 10047017HCID 10047017, compoundYield 55.1%

Reagents, catalysts & solvents 1

HCID 19096565Water ethanolSolvent

Procedure

A solution of 3-formylbenzoic acid (1 g, 6.66 mmol), 4'-fluoroacetophenone (1.21 g, 16 mmol), and sodium hydroxide (0.66 g, 16 mmol) in 60 mL of ethanol/water (1:1) is stirred at room temperature for 3 days. The reaction mixture is acidified with concentrated hydrochloric acid, and the resulting solid is collected by filtration. Recrystallization in hot chloroform provides 1.5 g of the title compound; mp 205°-207° C.

Workup

  1. filtrationthe resulting solid is collected by filtration
  2. customRecrystallization in hot chloroform

Sources & evidence

ORD record
ord-914e000505504a84bd8e11e1d9c7f342
Source dataset
uspto-grants-1995_07
Patent number
US05430047

Reaction notes

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