HCID 53772061, compound → HCID 20220955, compound

HRID 1263234Notes

Reaction equation

HRID 1263234 reaction equation
[CH3:1][C:2]([CH2:12][CH2:13][CH:14]=[C:15]([CH3:27])[CH2:16][CH2:17][CH:18]=[C:19]([CH3:26])[CH2:20][CH2:21][CH:22]=[C:23]([CH3:25])[CH3:24])=[CH:3][C:4]([N:6]1[CH2:11][CH2:10][O:9][CH2:8][CH2:7]1)=[O:5]>O1CCOCC1.[C].[Pd]>[CH3:1][CH:2]([CH2:12][CH2:13][CH2:14][CH:15]([CH3:27])[CH2:16][CH2:17][CH2:18][CH:19]([CH3:26])[CH2:20][CH2:21][CH2:22][CH:23]([CH3:25])[CH3:24])[CH2:3][C:4]([N:6]1[CH2:7][CH2:8][O:9][CH2:10][CH2:11]1)=[O:5]

Participants

4

Reactant 1

HCID 53772061HCID 53772061, compound

Product 1

HCID 20220955HCID 20220955, compoundYield 88.1%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 312751,4-DioxaneSolvent

Procedure

In 100 ml of dioxane was dissolved 10 g of the compound obtained in step (a) above, and 1 g of 10% palladium-carbon was added to the solution. Reaction was carried out in an autoclave under a hydrogen gas pressure of 10 atmospheres at room temperature for 3 hours. The liquid reaction mixture was filtered, and the solvent was removed from the filtrate by distillation. The residue was purified by column chromatography using silica gel to obtain 9 g of the intended compound in the form of an oil.

Workup

  1. additionwas added to the solution
  2. customReaction
  3. customat room temperature
  4. customfor 3 hours
  5. customThe liquid reaction mixture
  6. filtrationwas filtered
  7. customthe solvent was removed from the filtrate by distillation
  8. customThe residue was purified by column chromatography

Sources & evidence

ORD record
ord-fc372f24e3274254990efeb37444c9fc
Source dataset
uspto-grants-1984_06
Patent number
US04456603

Reaction notes

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