Potassium Hydroxide → HCID 13302029, compound

HRID 620075Notes

Reaction equation

HRID 620075 reaction equation
[S:1]1[CH2:6][CH2:5][CH2:4][S:3][C:2]1=[C:7]([C:19]1[CH:24]=[CH:23][CH:22]=[C:21]([C:25]([F:28])([F:27])[F:26])[CH:20]=1)[C:8]([O:10]CCCCCCCC)=[O:9].[OH-].[K+]>C(O)C.O>[S:1]1[CH2:6][CH2:5][CH2:4][S:3][C:2]1=[C:7]([C:19]1[CH:24]=[CH:23][CH:22]=[C:21]([C:25]([F:26])([F:27])[F:28])[CH:20]=1)[C:8]([OH:10])=[O:9]

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 13302038HCID 13302038, compound

Product 1

HCID 13302029HCID 13302029, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

To a solution of n-octyl (1,3-dithian-2-ylidene)-(3-trifluoromethylphenyl)-acetate (15 g) in ethanol (375 ml), a 30% solution of potassium hydroxide in water (375 ml) is added. The mixture is refluxed for 2 hours. The solvents are removed in vacuo. Water (500 ml) and ether (500 ml) are added. The water solution is acidified to pH 4 with 5N sulphuric acid. The phases are separated and the water solution is extracted with ether (3×350 ml). The combined organic solutions are dried over magnesium sulphate and the solvent is evaporated in vacuo. The residue is triturated in petrol ether (b.p. 40°-65° ) and dried in vacuo to constant weight to give (1,3-dithian-2-ylidene)-(3-trifluoromethylphenyl)-acetic acid, m.p. 165°-166° C.

Workup

  1. temperatureThe mixture is refluxed for 2 hours
  2. customThe solvents are removed in vacuo
  3. additionWater (500 ml) and ether (500 ml) are added
  4. customThe phases are separated
  5. extractionthe water solution is extracted with ether (3×350 ml)
  6. dry with materialThe combined organic solutions are dried over magnesium sulphate
  7. customthe solvent is evaporated in vacuo
  8. customThe residue is triturated in petrol ether (b.p. 40°-65° )
  9. customdried in vacuo to constant weight

Sources & evidence

ORD record
ord-80dc344c3def48869c9fe0769c4f0c2b
Source dataset
uspto-grants-1989_04
Patent number
US04818765

Reaction notes

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