Potassium Carbonate → HCID 14771604, compound

HRID 477387Notes

Reaction equation

HRID 477387 reaction equation
[F:1][C:2]1[CH:21]=[C:20]([Br:22])[CH:19]=[CH:18][C:3]=1[O:4][C:5]1[CH:6]=[CH:7][C:8]([N+]([O-])=O)=[C:9]([C:11](=[N:13][OH:14])[CH3:12])[CH:10]=1.C(=O)([O-])[O-].[K+].[K+]>CS(C)=O.O>[F:1][C:2]1[CH:21]=[C:20]([Br:22])[CH:19]=[CH:18][C:3]=1[O:4][C:5]1[CH:6]=[CH:7][C:8]2[O:14][N:13]=[C:11]([CH3:12])[C:9]=2[CH:10]=1

Participants

5

Reactant 2

HCID 11430Potassium CarbonateHCID 131716214HCID 131716214, compound

Product 1

HCID 14771604HCID 14771604, compound

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 962WaterSolvent

Procedure

A 2.0 g sample of the oxime prepared as above was combined with 1.2 g of potassium carbonate in 25 ml of dimethyl sulfoxide and the mixture was allowed to stir at room temperature for two days. The resulting mixture was diluted with water and extracted with ether. The ether extract was washed with water, dried over magnesium sulfate, and concentrated under reduced pressure. The resulting oil was distilled in a Kugelrohr apparatus to obtain 0.6 g of a thick, amber oil, the nmr spectrum of which was consistent with the assigned structure.

Workup

  1. extractionextracted with ether
  2. extractionThe ether extract
  3. washwas washed with water
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated under reduced pressure
  6. distillationThe resulting oil was distilled in a Kugelrohr apparatus
  7. customto obtain 0.6 g of a thick, amber oil

Sources & evidence

ORD record
ord-5284bc3e2dcc4a10b5aaeab9388e0ae2
Source dataset
uspto-grants-1989_12
Patent number
US04888041

Reaction notes

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