Hydrochloric Acid → HCID 20139964, compound

HRID 1252459Notes

Reaction equation

HRID 1252459 reaction equation
[CH2:1]([C:5]1[S:9][C:8]([CH:10]2[CH2:12][CH:11]2[C:13]([O:15]CC)=[O:14])=[CH:7][CH:6]=1)[CH2:2][CH2:3][CH3:4].[OH-].[K+].Cl.[Cl-].[Na+]>CO.O>[CH2:1]([C:5]1[S:9][C:8]([CH:10]2[CH2:12][CH:11]2[C:13]([OH:15])=[O:14])=[CH:7][CH:6]=1)[CH2:2][CH2:3][CH3:4]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 5234Sodium ChlorideHCID 14797Potassium HydroxideHCID 20139957HCID 20139957, compound

Product 1

HCID 20139964HCID 20139964, compoundYield 89.2%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

Ethyl 2-(5-n-butylthiophen-2-yl)-cyclopropanecarboxylate (12.6 g, 0.05 mol) was dissolved in methanol (70 ml) and a solution of potassium hydroxide (6.5 g, 0.12 mol) in water (70 ml) added dropwise at room temperature. The solution was refluxed for 3 hours, cooled to room temperature and carefully neutralised with 2M HCl. Saturated sodium chloride was added, the aqueous solution extracted with ethyl acetate (4×75 ml) and dried over anhydrous sodium sulphate. Removal of the solvent gave 2-(5-n-butylthiophen-2-yl)-cyclopropanecarboxylic acid (10.0 g, 89%).

Workup

  1. temperatureThe solution was refluxed for 3 hours
  2. extractionthe aqueous solution extracted with ethyl acetate (4×75 ml)
  3. dry with materialdried over anhydrous sodium sulphate
  4. customRemoval of the solvent

Sources & evidence

ORD record
ord-e7357d65c7ed4cbcb3db809ea233fc31
Source dataset
uspto-grants-1988_05
Patent number
US04743602

Reaction notes

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