HCID 57159439, compound → HCID 57127153, compound

HRID 648631Notes

Reaction equation

HRID 648631 reaction equation
[CH2:1]([O:3][C:4](=[O:29])[C:5]1[CH:10]=[CH:9][C:8]([CH:11]([C:15]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[N:23]2[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]2)=[CH2:16])[C:12]([NH2:14])=[O:13])=[CH:7][CH:6]=1)[CH3:2].[H][H]>C(O)C.[Pd]>[CH2:1]([O:3][C:4](=[O:29])[C:5]1[CH:10]=[CH:9][C:8]([CH:11]([CH:15]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[N:23]2[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]2)[CH3:16])[C:12]([NH2:14])=[O:13])=[CH:7][CH:6]=1)[CH3:2]

Participants

5

Reactant 2

HCID 57159439HCID 57159439, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 57127153HCID 57127153, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Conditions

Temperature
0 °C

Procedure

An amount of 5.5 gm (0.014 mol) of 4-[(1-(2-piperidinophenyl)-ethenyl)-aminocarbonylmethyl]-benzoic acid ethyl ester in 110 ml of ethanol was hydrogenated in the presence of 1.5 gm of palladium/charcoal (10%) at 20° C. and a hydrogen pressure of 5 bar. After 30 minutes the catalyst was filtered off over celite, and the filtrate was evaporated in vacuo to a volume of 20 ml. One hundred milliliters of petroleum ether were added, and the mixture was cooled to 0° C.

Workup

  1. filtrationAfter 30 minutes the catalyst was filtered off over celite
  2. customthe filtrate was evaporated in vacuo to a volume of 20 ml
  3. additionOne hundred milliliters of petroleum ether were added

Sources & evidence

ORD record
ord-0a27523ad417424da3e40e318d02892a
Source dataset
uspto-grants-1988_04
Patent number
US04735959

Reaction notes

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