HCID 54417091, compound → HCID 20400830, compound

HRID 1980867Notes

Reaction equation

HRID 1980867 reaction equation
[C:1]([CH:4]=[CH:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][C:11]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[N:13]([CH3:20])[C:12]=1[C:21]1[CH:22]=[N:23][CH:24]=[CH:25][CH:26]=1)([OH:3])=[O:2].[H][H]>C(O)C.[Pd].C>[C:1]([CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][C:11]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[N:13]([CH3:20])[C:12]=1[C:21]1[CH:22]=[N:23][CH:24]=[CH:25][CH:26]=1)([OH:3])=[O:2]

Participants

6

Reactant 2

HCID 54417091HCID 54417091, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 20400830HCID 20400830, compound

Reagents, catalysts & solvents 3

HCID 297MethaneSolventHCID 702EthanolSolventHCID 23938PalladiumSolvent

Procedure

3-(7-Carboxyhept-6-enyl)-2-(3-pyridyl)-1-methylindole (100 mg) is dissolved in 10 ml of absolute ethanol with a catalytic amount of 10% palladium of charcoal and hydrogenated at 1 atmosphere pressure. After 1 mole of hydrogen is consumed, the catalyst is removed by filtration and washed with a few milliliters of ethanol. The combined filtrates are concentrated in vacuo to yield 3-(7-carboxyheptyl)-1-methyl-2-(3-pyridyl)indole.

Workup

  1. customthe catalyst is removed by filtration
  2. washwashed with a few milliliters of ethanol
  3. concentrationThe combined filtrates are concentrated in vacuo

Sources & evidence

ORD record
ord-53b6820e4e75492cb0839731bca88b72
Source dataset
uspto-grants-1985_04
Patent number
US04511573

Reaction notes

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