Potassium Hydroxide → HCID 13065105, compound

HRID 1156167Notes

Reaction equation

HRID 1156167 reaction equation
[OH-].[K+].C([O:5][C:6](=[O:25])[CH2:7][C:8]1[CH:9]=[CH:10][C:11]2[C:15]3[CH:16]=[C:17]([CH2:20][CH:21]([CH3:23])[CH3:22])[CH:18]=[CH:19][C:14]=3[S:13][C:12]=2[CH:24]=1)C>C(O)C>[CH2:20]([C:17]1[CH:18]=[CH:19][C:14]2[S:13][C:12]3[CH:24]=[C:8]([CH2:7][C:6]([OH:25])=[O:5])[CH:9]=[CH:10][C:11]=3[C:15]=2[CH:16]=1)[CH:21]([CH3:23])[CH3:22]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 13065106HCID 13065106, compound

Product 1

HCID 13065105HCID 13065105, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a 500 ml. flask, fitted with a condenser and containing a solution of 0.81 g. of potassium hydroxide in 125 ml. of ethanol was added 4.7 g. of 8-i-butyldibenzothiophene-3-acetic acid ethyl ester. After the solution was refluxed for 1 hour, the solvent was removed in vacuo (steam bath, rotary evaporator), the residue dissolved in 100 ml. of water, and the aqueous solution acidified with dilute hydrochloric acid. The product was removed by filtration, washed with water and dried at 60° in a vacuum oven overnight. The yield of 8-i-butyl-dibenzothiophene-3-acetic acid after crystallization from i-propanol was 1.5 g., mp 133°-135° (heptane).

Workup

  1. customflask, fitted with a condenser
  2. additioncontaining a solution of 0.81 g
  3. temperatureAfter the solution was refluxed for 1 hour
  4. customthe solvent was removed in vacuo (steam bath, rotary evaporator)
  5. dissolutionthe residue dissolved in 100 ml
  6. customThe product was removed by filtration
  7. washwashed with water
  8. customdried at 60° in a vacuum oven overnight
  9. customThe yield of 8-i-butyl-dibenzothiophene-3-acetic acid after crystallization from i-propanol

Sources & evidence

ORD record
ord-bde29d45a17346778069e28b9928d560
Source dataset
uspto-grants-1982_06
Patent number
US04334078

Reaction notes

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