Hydrochloric Acid → HCID 21105761, compound

HRID 1354428Notes

Reaction equation

HRID 1354428 reaction equation
[F:1][C:2]([F:26])([F:25])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[S:13][C:12]([C:14]3[CH:24]=[CH:23][C:17]([C:18]([O:20]CC)=[O:19])=[CH:16][CH:15]=3)=[CH:11][CH:10]=2)=[CH:5][CH:4]=1.[OH-].[Na+].O1CCCC1.Cl>O.C(O)C>[F:25][C:2]([F:1])([F:26])[C:3]1[CH:4]=[CH:5][C:6]([C:9]2[S:13][C:12]([C:14]3[CH:24]=[CH:23][C:17]([C:18]([OH:20])=[O:19])=[CH:16][CH:15]=3)=[CH:11][CH:10]=2)=[CH:7][CH:8]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 22934543Ethyl 4-[5-(4-trifluoromethylphenyl)-2-thienyl]benzoate

Product 1

HCID 21105761HCID 21105761, compoundYield 67%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of ethyl 4-[5-(4-trifluoromethylphenyl)-2-thienyl]benzoate (0.941 g), 1 M aqueous sodium hydroxide solution (7.5 ml), tetrahydrofuran (25 ml) and ethanol (25 ml) as stirred at 60° C. for 1 hr. After cooling, the reaction mixture was poured into water, and 1 M hydrochloric acid (25 ml) was added. The crystals were collected by filtration and recrystallized from ethanol to give 4-[5-(4-trifluoromethylphenyl)-2-thienyl]benzoic acid (0.583 g, yield 67%) as a yellow crystalline powder. melting point: 284–285° C.

Workup

  1. temperatureAfter cooling
  2. additionwas added
  3. filtrationThe crystals were collected by filtration
  4. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-12ecf956d1b04f0ba4b33c718fe9cee2
Source dataset
uspto-grants-2007_05
Patent number
US07223791B2

Reaction notes

Loading…