HCID 54541112, compound → HCID 20029815, compound

HRID 568883Notes

Reaction equation

HRID 568883 reaction equation
[CH3:1][C:2]([NH:25]C(=O)OCC1C=CC=CC=1)([CH3:24])[CH2:3][CH2:4][CH2:5][CH2:6][O:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]1[CH:17]=[CH:16][C:15]([N:18]2[CH2:23][CH2:22][O:21][CH2:20][CH2:19]2)=[CH:14][CH:13]=1>C(O)C.[Pd]=O>[CH3:1][C:2]([CH3:24])([NH2:25])[CH2:3][CH2:4][CH2:5][CH2:6][O:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]1[CH:13]=[CH:14][C:15]([N:18]2[CH2:23][CH2:22][O:21][CH2:20][CH2:19]2)=[CH:16][CH:17]=1

Participants

4

Reactant 1

HCID 54541112HCID 54541112, compound

Product 1

HCID 20029815HCID 20029815, compoundYield 90.3%

Reagents, catalysts & solvents 2

HCID 5083724Palladium monoxideCatalystHCID 702EthanolSolvent2×

Procedure

A solution of the product of stage (ii) (4.60 g) in absolute ethanol (75 ml) was hydrogenated at room temperature and atmospheric pressure over a pre-reduced 10% palladium oxide on carbon catalyst (1 g, 50% paste in water) in absolute ethanol (25 ml). The catalyst was removed by filtration through `hyflo` and the solvent evaporated in vacuo at 40° to yield the title compound as a colourless oil (3.0 g). T.l.c. (T-ET-A 39:10:1) Rf 0.32.

Workup

  1. customwas hydrogenated at room temperature
  2. customThe catalyst was removed by filtration through `hyflo` and the solvent
  3. customevaporated in vacuo at 40°

Sources & evidence

ORD record
ord-82b50783e54a4d5bacacbce14690e28c
Source dataset
uspto-grants-1988_03
Patent number
US04730008

Reaction notes

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