Methyl iodide → HCID 54471460, compound

HRID 1729762Notes

Reaction equation

HRID 1729762 reaction equation
[CH2:1]([O:4][NH:5][C:6](=[C:10]1[C:15](=[O:16])[CH2:14][C:13]([CH3:18])([CH3:17])[CH2:12][C:11]1=[O:19])[CH2:7][CH2:8][CH3:9])[CH:2]=[CH2:3].[CH3:20]I>CCOCC.[Ag]>[CH2:1]([O:4][N:5]=[C:6]([C:10]1[C:11](=[O:19])[CH2:12][C:13]([CH3:18])([CH3:17])[CH2:14][C:15]=1[O:16][CH3:20])[CH2:7][CH2:8][CH3:9])[CH:2]=[CH2:3]

Participants

5

Reactant 2

HCID 6328Methyl iodideHCID 178460151HCID 178460151, compound

Product 1

HCID 54471460HCID 54471460, compound

Reagents, catalysts & solvents 2

HCID 23954SilverCatalystHCID 3283Diethyl EtherSolvent

Procedure

Silver salt of 2-(1-allyloxyaminobutylidene)-5,5-dimethylcyclohexane-1,3-dione (25 g) was suspended in 100 ml of ether and methyl iodide (34 g) was added. The mixture was refluxed for 6 hours with stirring. After filtering silver iodide, the solvent was removed in vacuo and then poured into water. The oil thus separated was extracted with chloroform and washed with one normal sodium hydroxide and dried over magnesium sulfate. The solvent was removed in vacuo and the desired product was obtained as an oily substance.

Workup

  1. temperatureThe mixture was refluxed for 6 hours
  2. filtrationAfter filtering silver iodide
  3. customthe solvent was removed in vacuo
  4. additionpoured into water
  5. customThe oil thus separated
  6. extractionwas extracted with chloroform
  7. washwashed with one normal sodium hydroxide
  8. dry with materialdried over magnesium sulfate
  9. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-b0d020ef85b54ef5b82b70e69e4cfb27
Source dataset
uspto-grants-1976_11
Patent number
US03989737

Reaction notes

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