Hydrochloric Acid → 2-(4-Fluorobenzylcarbonyl)benzoic acid

HRID 567714Notes

Reaction equation

HRID 567714 reaction equation
[F:1][C:2]1[CH:10]=[CH:9][C:5]([CH2:6][Mg]Cl)=[CH:4][CH:3]=1.[C:11](O)(=[O:21])[C:12]1[C:13](=[CH:17][CH:18]=[CH:19][CH:20]=1)[C:14]([OH:16])=[O:15].Cl>CCOCC>[F:1][C:2]1[CH:10]=[CH:9][C:5]([CH2:6][C:11]([C:12]2[CH:20]=[CH:19][CH:18]=[CH:17][C:13]=2[C:14]([OH:16])=[O:15])=[O:21])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 1017Phthalic AcidHCID 178505759HCID 178505759, compound

Product 1

HCID 137999822-(4-Fluorobenzylcarbonyl)benzoic acid

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

4-Fluorobenzyl magnesium chloride (4.6 g, 25 mmol) in ether is added to phthalic acid (7.4 g, 50 mmol) in ether. The reaction mixture is stirred under reflux for 2 hours, is cooled with ice and is hydrolysed with HCl to yield 2-(4-fluorobenzylcarbonyl)benzoic acid.

Workup

  1. temperatureunder reflux for 2 hours
  2. temperatureis cooled with ice

Sources & evidence

ORD record
ord-38b000fddabc47a08aa3ea485ef18d2d
Source dataset
uspto-grants-2001_01
Patent number
US06180629B2

Reaction notes

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