Hydrochloric Acid → 4-(5-Methyl-isoxazol-3-ylmethyl)-2-(2,4,6-trimethyl-phenyl)-cyclopentane-1,3-dione

HRID 336084Notes

Reaction equation

HRID 336084 reaction equation
C[O:2][C:3]1[CH2:7][CH:6]([CH2:8][C:9]2[CH:13]=[C:12]([CH3:14])[O:11][N:10]=2)[C:5](=[O:15])[C:4]=1[C:16]1[C:21]([CH3:22])=[CH:20][C:19]([CH3:23])=[CH:18][C:17]=1[CH3:24].Cl>CC(C)=O>[CH3:14][C:12]1[O:11][N:10]=[C:9]([CH2:8][CH:6]2[CH2:7][C:3](=[O:2])[CH:4]([C:16]3[C:21]([CH3:22])=[CH:20][C:19]([CH3:23])=[CH:18][C:17]=3[CH3:24])[C:5]2=[O:15])[CH:13]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 469283453-Methoxy-5-(5-methyl-isoxazol-3-ylmethyl)-2-(2,4,6-trimethyl-phenyl)-cyclopent-2-enone

Product 1

HCID 462338544-(5-Methyl-isoxazol-3-ylmethyl)-2-(2,4,6-trimethyl-phenyl)-cyclopentane-1,3-dione

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a solution of 3-methoxy-5-(5-methyl-isoxazol-3-ylmethyl)-2-(2,4,6-trimethyl-phenyl)-cyclopent-2-enone (120 mg) in acetone (1 ml) in a microwave vial is added 2N HCl (0.6 ml) and the resultant solution is heated to 130° C. by microwave irradiation, with stirring, for 30 minutes. The solvent is removed under reduced pressure, and the residue triturated with hexane to give a white solid, which is filtered and washed well with hexane to give 4-(5-methyl-isoxazol-3-ylmethyl)-2-(2,4,6-trimethyl-phenyl)-cyclopentane-1,3-dione.

Workup

  1. customThe solvent is removed under reduced pressure
  2. customthe residue triturated with hexane
  3. customto give a white solid, which
  4. filtrationis filtered
  5. washwashed well with hexane

Sources & evidence

ORD record
ord-ff753974868a43d09e8d6bda9173d064
Source dataset
uspto-grants-2014_11
Patent number
US08889595B2

Reaction notes

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