Oxalic Acid → HCID 57099326, compound

HRID 2249078Notes

Reaction equation

HRID 2249078 reaction equation
O[CH:2]([CH2:7][CH2:8][S:9][C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([C:16]([F:19])([F:18])[F:17])[CH:11]=1)[CH2:3][C:4](=[O:6])[CH3:5].C(O)(=O)C(O)=O>C1(C)C=CC=CC=1>[F:18][C:16]([F:17])([F:19])[C:12]1[CH:11]=[C:10]([S:9][CH2:8][CH2:7][CH:2]=[CH:3][C:4](=[O:6])[CH3:5])[CH:15]=[CH:14][CH:13]=1

Participants

4

Reactant 2

HCID 971Oxalic AcidHCID 14534474HCID 14534474, compound

Product 1

HCID 57099326HCID 57099326, compoundYield 94.5%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

5.84 Grams of 4-hydroxy-6-(3-trifluoromethylphenylthio)-2-hexanone were dissolved in 58 ml of toluene, and 0.62 g of oxalic acid was added thereto. The resulting mixture was refluxed for 4 hours with stirring, allowed to cool and then treated in the same manner as in Production example 34. Thus, 5.26 g of 6-(3-trifluoromethylphenylthio)-3-hexen-2-one (trans : cis =2.9 : 1) were obtained (purity: 98.5%). Further, the product was column chromatographed to obtain a purified product having a refractive index (nD25.5) of 1.5222. The yield was 94.5%.

Workup

  1. temperatureThe resulting mixture was refluxed for 4 hours
  2. temperatureto cool
  3. additiontreated in the same manner as in Production example 34

Sources & evidence

ORD record
ord-b7359e814be744e5a195671377ac53c6
Source dataset
uspto-grants-1991_08
Patent number
US05041679

Reaction notes

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