Oxalic Acid → HCID 57233680, compound

HRID 2249084Notes

Reaction equation

HRID 2249084 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-f27afc8b676f4999ace44acb7ad288c1
Source dataset
uspto-grants-1991_08
Patent number
US05041679

Reaction notes

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