Hydrochloric Acid → HCID 18978034, compound

HRID 2392992Notes

Reaction equation

HRID 2392992 reaction equation
[Na].[CH:2]1([S:8]([C:11]2[CH:26]=[C:25]([C:27]([F:30])([F:29])[F:28])[CH:24]=[CH:23][C:12]=2[C:13]([C:15]2[CH:16]=[N:17][O:18][C:19]=2[CH:20]2[CH2:22][CH2:21]2)=[O:14])(=[O:10])=[O:9])[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1.Cl>C(O)C>[C:16]([CH:15]([C:19]([CH:20]1[CH2:21][CH2:22]1)=[O:18])[C:13]([C:12]1[CH:23]=[CH:24][C:25]([C:27]([F:28])([F:29])[F:30])=[CH:26][C:11]=1[S:8]([CH:2]1[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1)(=[O:10])=[O:9])=[O:14])#[N:17]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 5360545SodiumHCID 70314303HCID 70314303, compound

Product 1

HCID 18978034HCID 18978034, compoundYield 86.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

Sodium metal (0.11 g) was dissolved in absolute ethanol with stirring and was cooled to ambient temperature. 4-(2-Cyclohexylsulphonyl-4-trifluoromethybenzoyl)-5-cyclopropylisoxazole (1.5 g) in absolute ethanol was added and the resulting solution was stirred at ambient temperature for 3 hours. It was poured into ice/water, acidified to pH1 with concentrated hydrochloric acid and the resultant white suspension was allowed to warm to ambient temperature before it was extracted with ethyl acetate. The combined organic extracts were washed with water and dried (magnesium sulphate). Evaporation of the solvent gave a light-brown solid (1.3 g) of 2-cyano-1-(2-cyclohexylsulphonyl-4-trifluoromethylphenyl)-3-cyclopropylpropan-1,3-dione (compound 517) m.p. 60°-62° C.

Workup

  1. stirringthe resulting solution was stirred at ambient temperature for 3 hours
  2. temperatureto warm to ambient temperature before it
  3. extractionwas extracted with ethyl acetate
  4. washThe combined organic extracts were washed with water
  5. dry with materialdried (magnesium sulphate)
  6. customEvaporation of the solvent

Sources & evidence

ORD record
ord-4834f1016c014bfcb383b478ae0a68a1
Source dataset
uspto-grants-1998_09
Patent number
US05804532

Reaction notes

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