Hydrochloric Acid → 3-(Thien-2-yl)benzoic acid

HRID 1835448Notes

Reaction equation

HRID 1835448 reaction equation
C[O:2][C:3]([C:5]1[CH:6]=[C:7]([C:11]2[S:12][CH:13]=[CH:14][CH:15]=2)[CH:8]=[CH:9][CH:10]=1)=[O:4].[OH-].[Na+].Cl>CO.O1CCCC1>[C:3]([C:5]1[CH:6]=[C:7]([C:11]2[S:12][CH:13]=[CH:14][CH:15]=2)[CH:8]=[CH:9][CH:10]=1)([OH:4])=[O:2]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 4128465Methyl 3-(2-thienyl)benzoate

Product 1

HCID 7368613-(Thien-2-yl)benzoic acidYield 93.6%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of 2-(3-methoxycarbonylphenyl)thiophene (1.29 g) in methanol (15 ml) and tetrahydrofuran (5 ml) was added an aqueous solution of sodium hydroxide (1N, 8.87 ml) followed by stirring for 2 hours at 60° C. To the mixture was added hydrochloric acid (1N, 10 ml). The resulting precipitate was collected by filtration and dried to give 2-(3-carboxyphenyl)thiophene (1.13 g, 93.4%).

Workup

  1. filtrationThe resulting precipitate was collected by filtration
  2. customdried

Sources & evidence

ORD record
ord-2ae6f0e1d28e47dd86c0fe3a409b7781
Source dataset
uspto-grants-2004_08
Patent number
US06770667B1

Reaction notes

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