Oxalic Acid → HCID 57233680, compound

HRID 2373050Notes

Reaction equation

HRID 2373050 reaction equation
O[CH:2]([CH2:7][CH:8]([S:10][C:11]1[CH:16]=[CH:15][C:14]([C:17]([F:20])([F:19])[F:18])=[CH:13][CH:12]=1)[CH3:9])[CH2:3][C:4](=[O:6])[CH3:5].C(O)(=O)C(O)=O>C1(C)C=CC=CC=1>[F:19][C:17]([F:18])([F:20])[C:14]1[CH:15]=[CH:16][C:11]([S:10][CH:8]([CH3:9])[CH2:7][CH:2]=[CH:3][C:4](=[O:6])[CH3:5])=[CH:12][CH:13]=1

Participants

4

Reactant 2

HCID 971Oxalic AcidHCID 14678243HCID 14678243, compound

Product 1

HCID 57233680HCID 57233680, compoundYield 94.7%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

13.58 Grams of 4-hydroxy-6-(4-trifluoromethylphenylthio)-2-heptanone were dissolved in 150 ml of toluene, and 1.0 g of oxalic acid was added thereto. The resulting mixture was refluxed for 2.5 hours with stirring, allowed to cool and then treated in the same manner as in Production example 34. Thus, 12.65 g of 6-(4-trifluoromethylphenylthio)-3-hepten-2-one (trans : cis =6.7 : 1) was obtained (purity: 95.4%) having an nD21 of 1 5101. The yield was 94.7%.

Workup

  1. temperatureThe resulting mixture was refluxed for 2.5 hours
  2. temperatureto cool
  3. additiontreated in the same manner as in Production example 34

Sources & evidence

ORD record
ord-22b1c17c0fcb43b6b9981d2584983484
Source dataset
uspto-grants-1992_03
Patent number
US05101076

Reaction notes

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