HCID 20254593, compound → HCID 53721571, compound

HRID 1763841Notes

Reaction equation

HRID 1763841 reaction equation
[CH2:1]([C:6]1[CH2:7][CH2:8][C:9]2[CH2:10][NH:11][C:12]3[CH2:13][CH2:14][CH2:15][CH2:16][C:17]=3[C:18]=2[CH:19]=1)[CH2:2][CH2:3][CH2:4][CH3:5].[H][H]>>[CH2:1]([C:6]1[CH:7]=[CH:8][C:9]2[C:18]([CH:19]=1)=[C:17]1[C:12]([CH:13]=[CH:14][CH:15]=[CH:16]1)=[N:11][CH:10]=2)[CH2:2][CH2:3][CH2:4][CH3:5]

Participants

3

Reactant 2

HCID 20254593HCID 20254593, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 53721571HCID 53721571, compoundYield 92.9%

Procedure

A mixture of 20 grams of 9-pentyl 1,2,3,4,5,6,7,8-octahydrophenanthridine, prepared as described in example 3, 108 grams of an alkylated benzene solvent and 4 grams of a 5% Palladium/Al catalyst were refluxed for 19 hours. Hydrogen gas was evolved during the reaction. The solvent was removed under diminished pressure to yield after work-up 18 grams of 9-pentyl phenanthridine; infrared spectrum, 6.41; 6.65; and 6.72 μ; C13 nuclear magnetic resonance spectrum, solvent CDCl3, ref. T.M.S.; δ in ppm.: ##STR9##

Workup

  1. customprepared
  2. temperaturewere refluxed for 19 hours
  3. customThe solvent was removed under diminished pressure

Sources & evidence

ORD record
ord-4405b269b63b48aaa6ff22ab2ac3e968
Source dataset
uspto-grants-1978_09
Patent number
US04113730

Reaction notes

Loading…