Hydrochloric Acid → HCID 21105754, compound

HRID 1354427Notes

Reaction equation

HRID 1354427 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:12][C:11]([C:13]3[CH:23]=[CH:22][C:16]([C:17]([O:19]CC)=[O:18])=[CH:15][CH:14]=3)=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.[OH-].[Na+].O1CCCC1.Cl>O.C(O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:12][C:11]([C:13]3[CH:23]=[CH:22][C:16]([C:17]([OH:19])=[O:18])=[CH:15][CH:14]=3)=[CH:10][CH:9]=2)=[CH:4][CH:3]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 22934542HCID 22934542, compound

Product 1

HCID 21105754HCID 21105754, compoundYield 60%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of ethyl 4-[5-(4-chlorophenyl)-2-thienyl]benzoate (1.03 g), 1 M aqueous sodium hydroxide solution (4.5 ml), tetrahydrofuran (30 ml) and ethanol (30 ml) was stirred at 60° C. for 1.5 hrs. After cooling, the reaction mixture was poured into water, and 1 M hydrochloric acid (15 ml) was added. The crystals were collected by filtration and recrystallized from ethanol to give 4-[5-(4-chlorophenyl)-2-thienyl]benzoic acid (0.566 g, yield 60%) as a pale-green crystalline powder. melting point: 285–286° C.

Workup

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

Sources & evidence

ORD record
ord-741850916a0e4f70af406157a05d8164
Source dataset
uspto-grants-2007_05
Patent number
US07223791B2

Reaction notes

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