Hydrochloric Acid → HCID 18977927, compound

HRID 2392995Notes

Reaction equation

HRID 2392995 reaction equation
[CH:1]1([C:4]2[O:8][N:7]=[CH:6][C:5]=2[C:9](=[O:20])[C:10]2[CH:15]=[CH:14][C:13]([S:16][CH3:17])=[CH:12][C:11]=2[O:18][CH3:19])[CH2:3][CH2:2]1.[O-]CC.[Na+].O.Cl>C(O)C>[C:6]([CH:5]([C:4]([CH:1]1[CH2:2][CH2:3]1)=[O:8])[C:9]([C:10]1[CH:15]=[CH:14][C:13]([S:16][CH3:17])=[CH:12][C:11]=1[O:18][CH3:19])=[O:20])#[N:7]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 2723922Sodium ethoxideHCID 53636700HCID 53636700, compound

Product 1

HCID 18977927HCID 18977927, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

5-Cyclopropyl-4-[2-methoxy-4-(methylsulphenyl)benzoyl]-isoxazole (1.0 g) was added to a solution of sodium ethoxide in ethanol (prepared from sodium (0.12 g) and ethanol). The mixture was stirred at room temperature for 2 hours, poured into water and acidified to pH 1 by addition of hydrochloric acid. The resultant suspension was extracted with ether, washed with water, dried (MgSO4) and filtered. The filtrate was evaporated to dryness and the residue was triturated with ether and filtered to give 2-cyano-3-cyclopropyl-1-[2-methoxy-4-(methylsulphenyl)phenyl]propan-1,3-dione, COMPOUND 651, (0.88 g) as a cream solid, m.p. 108°-109° C.

Workup

  1. extractionThe resultant suspension was extracted with ether
  2. washwashed with water
  3. dry with materialdried (MgSO4)
  4. filtrationfiltered
  5. customThe filtrate was evaporated to dryness
  6. customthe residue was triturated with ether
  7. filtrationfiltered

Sources & evidence

ORD record
ord-e32b2d6b4d1941bb9f787b4196bcbcfa
Source dataset
uspto-grants-1998_09
Patent number
US05804532

Reaction notes

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