Potassium Hydroxide → HCID 13065105, compound

HRID 1856520Notes

Reaction equation

HRID 1856520 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-8a29c74898d74d2691682cdb4b216139
Source dataset
uspto-grants-1980_08
Patent number
US04219657

Reaction notes

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