HCID 19978928, compound → HCID 19978936, compound

HRID 1461666Notes

Reaction equation

HRID 1461666 reaction equation
[C:1]([O:4][C:5]1[CH2:9][N:8]([C:10]([CH3:18])([CH3:17])[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:7](=[O:19])[C:6]=1[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)(=[O:3])[CH3:2]>CO.[Pd].[O-]S([O-])(=O)=O.[Ba+2]>[C:1]([O:4][CH:5]1[CH2:9][N:8]([C:10]([CH3:18])([CH3:17])[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:7](=[O:19])[CH:6]1[C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 1

HCID 19978928HCID 19978928, compound

Product 1

HCID 19978936HCID 19978936, compoundYield 15%

Reagents, catalysts & solvents 2

HCID 16218511Pd barium sulfateCatalystHCID 887MethanolSolvent

Procedure

6.4 g (20 mmol) of 4-acetoxy-1-(α,α-dimethylbenzyl)-2-oxo-3-phenyl-3-pyrroline prepared by the method of reference Example 14, was dissolved in 100 ml of methanol and subjected to hydrogenation at normal temperature under atmospheric pressure by an addition of 0.4 g of Pd-BaSO4. After completion of the reaction, the catalyst was removed by filtration, and methanol was distilled off. The residue was purified by silica gel column chromatography to obtain 1.0 g (yield: 15%) of the desired compound.

Workup

  1. customAfter completion of the reaction
  2. customthe catalyst was removed by filtration, and methanol
  3. distillationwas distilled off
  4. customThe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-e6e9b417836d4ae0b24cd309f90d65b1
Source dataset
uspto-grants-1991_12
Patent number
US05076834

Reaction notes

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