HCID 67784333, compound → HCID 67784288, compound

HRID 2399792Notes

Reaction equation

HRID 2399792 reaction equation
[CH3:1][O:2][C:3]([C:5]1[O:6][C:7](/[CH:10]=[CH:11]/[C:12]2[CH:13]=[CH:14][CH:15]([CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32])[C:16]3[C:20]=2[N:19]=[C:18]2[CH2:21][CH2:22][CH2:23][CH2:24][C:17]=32)=[CH:8][CH:9]=1)=[O:4]>C(O)C.[Pd]>[CH3:1][O:2][C:3]([C:5]1[O:6][C:7]([CH2:10][CH2:11][C:12]2[CH:13]=[CH:14][CH:15]([CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32])[C:16]3[C:20]=2[N:19]=[C:18]2[CH2:21][CH2:22][CH2:23][CH2:24][C:17]=32)=[CH:8][CH:9]=1)=[O:4]

Participants

4

Reactant 1

HCID 67784333HCID 67784333, compound

Product 1

HCID 67784288HCID 67784288, compoundYield 76%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

The hydrogenation of (E)-5-[2-(1,2,3,4-tetrahydro-9-octyl-9H-dibenzo[b,d]pyrrol-6-yl)ethenyl]-2-furancarboxylic acid methyl ester from Example 33 was carried out at normal pressure and at room temperature. Thus 5.3 g of this material dissolved in 55 ml of absolute ethyl alcohol was hydrogenated in the presence of 0.3 g of 10% Palladium on carbon to give 4.0 g (76.0%) of 5-[2-(1,2,3,4tetrahydro-9-octyl-9H-dibenzo[b,d]pyrrol-6yl)ethyl]-2-furancarboxylic acid methyl ester as a yellow oil after chromatographic purification.

Workup

  1. customwas carried out at normal pressure and at room temperature

Sources & evidence

ORD record
ord-323772f891224499a4501de912f4fd1d
Source dataset
uspto-grants-1995_09
Patent number
US05451600

Reaction notes

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