Potassium Hydroxide → HCID 13065117, compound

HRID 1156165Notes

Reaction equation

HRID 1156165 reaction equation
[OH-].[K+].C([O:5][C:6](=[O:22])[CH2:7][C:8]1[CH:9]=[CH:10][C:11]2[C:15]3[CH:16]=[CH:17][CH:18]=[C:19]([Cl:20])[C:14]=3[S:13][C:12]=2[CH:21]=1)C>C(O)C>[Cl:20][C:19]1[C:14]2[S:13][C:12]3[CH:21]=[C:8]([CH2:7][C:6]([OH:22])=[O:5])[CH:9]=[CH:10][C:11]=3[C:15]=2[CH:16]=[CH:17][CH:18]=1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 13065118HCID 13065118, compound

Product 1

HCID 13065117HCID 13065117, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a 100 ml. flask, fitted with a condenser and containing a solution of 0.24 g. of potassium hydroxide in 30 ml. of ethanol was added 1.3 g. of 6-chlorodibenzothiophene-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 6-chlorodibenzothiophene-3-acetic acid was removed by filtration, washed with water and dried at 60° in a vacuum oven overnight. The yield of 6-chlorodibenzothiophene-3-acetic acid, after crystallization from acetonitrile was 0.8 g., mp 226°-228°.

Workup

  1. customflask, fitted with a condenser
  2. additioncontaining a solution of 0.24 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 6-chlorodibenzothiophene-3-acetic acid was removed by filtration
  7. washwashed with water
  8. customdried at 60° in a vacuum oven overnight
  9. customThe yield of 6-chlorodibenzothiophene-3-acetic acid, after crystallization from acetonitrile

Sources & evidence

ORD record
ord-a6deb3f0107d40a99247c68acfba6a87
Source dataset
uspto-grants-1982_06
Patent number
US04334078

Reaction notes

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