Methanol → HCID 18997602, compound

HRID 374624Notes

Reaction equation

HRID 374624 reaction equation
CO.CCCCCC.C(OCC)(=O)C.[CH3:15][C:16]1[CH:21]([OH:22])[C:20]([CH3:27])([C:23]([F:26])([F:25])[F:24])[CH2:19][C:18](=[O:28])[CH:17]=1>CC(C)=O.CC(C)=O.OS(O)(=O)=O.O=[Cr](=O)=O>[CH3:15][C:16]1[C:21](=[O:22])[C:20]([CH3:27])([C:23]([F:24])([F:25])[F:26])[CH2:19][C:18](=[O:28])[CH:17]=1

Participants

6

Reactant 3

HCID 887MethanolHCID 18997607HCID 18997607, compoundHCID 21226206Ethyl acetate hexane

Product 1

HCID 18997602HCID 18997602, compoundYield 86.4%

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 131709961Jones' reagentSolvent

Procedure

In the 20 ml of acetone was dissolved 3,5-dimethyl-5-trifluoromethyl-4-hydroxy-2-cyclohexen-1-one(A-4) prepared in Example 5, and 6.2 ml of Jones reagent was added dropwise. Then, the mixture was stirred for 10 minutes, was added dropwise to 10 ml of methyl alcohol and stirred for 30 minutes. The reaction mixture was filtered to remove the filtrate. The residue thus obtained was fractionated with column chromatography using n-hexane/ethyl acetate(4:1, v/v) as eluent to give 2.74 g of the title compound(yield: 86.4%).

Workup

  1. additionwas added dropwise
  2. stirringstirred for 30 minutes
  3. filtrationThe reaction mixture was filtered
  4. customto remove the filtrate
  5. customThe residue thus obtained

Sources & evidence

ORD record
ord-82056e01f1f2480abb8773eb855d6ce6
Source dataset
uspto-grants-1996_01
Patent number
US05481034

Reaction notes

Loading…