Hydrochloric Acid → HCID 14839519, compound

HRID 2260023Notes

Reaction equation

HRID 2260023 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]2[CH:21]=[C:20]([C:22]3[CH:27]=[CH:26][C:25]([F:28])=[CH:24][CH:23]=3)[CH:19]=[CH:18][C:12]=2[C:13]([O:15]CC)=[O:14])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].[OH-].[Na+].Cl>C(O)C>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]2[CH:21]=[C:20]([C:22]3[CH:23]=[CH:24][C:25]([F:28])=[CH:26][CH:27]=3)[CH:19]=[CH:18][C:12]=2[C:13]([OH:15])=[O:14])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 14839518HCID 14839518, compound

Product 1

HCID 14839519HCID 14839519, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Ethyl 2-(3,4-dimethoxyphenyl)-4-(4-fluorophenyl)benzoate (2.8 g; 0.074 mole), absolute ethanol (50 ml) and 10N sodium hydroxide (2 ml) are introduced into a 100 ml flask. The mixture is taken to reflux temperature for two hours, then poured over 1N hydrochloric acid (150 ml). The precipitate is filtered on fritted glass, washed with water, then dried in the air. 2-(3,4-dimethoxyphenyl)-4-(4-fluorophenyl)benzoic acid (2-1 g; yield: 81%) is thus obtained in the form of a white solid of m.p. 210° C.

Workup

  1. temperatureto reflux temperature for two hours
  2. filtrationThe precipitate is filtered on fritted glass
  3. washwashed with water
  4. customdried in the air

Sources & evidence

ORD record
ord-c4c87217b68040ac968c3ed06afb39e1
Source dataset
uspto-grants-1995_12
Patent number
US05475132

Reaction notes

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