Methanol → 9H-Carbazole-9-propanenitrile

HRID 2260669Notes

Reaction equation

HRID 2260669 reaction equation
[CH:1]1[C:13]2[NH:12][C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1.[C:14](#[N:17])[CH:15]=[CH2:16].CO>C1(C)C=CC=CC=1>[C:14]([CH2:15][CH2:16][N:12]1[C:11]2[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=2[C:5]2[C:13]1=[CH:1][CH:2]=[CH:3][CH:4]=2)#[N:17]

Participants

5

Reactant 3

HCID 887MethanolHCID 6854CarbazoleHCID 7855Acrylonitrile

Product 1

HCID 2193009H-Carbazole-9-propanenitrileYield 42%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Carbazole (8.0 g) was suspended in 100 ml of toluene, and 4 ml of acrylonitrile and subsequently 0.5 ml of Triton B were added to the suspension, whereby the suspension was solidified. Then, the reaction mixture was allowed to stand for one hour, and methanol was added thereto, followed by filtration to give 4.41 g (42%) of the product as a white solid.

Workup

  1. filtrationfollowed by filtration

Sources & evidence

ORD record
ord-5c9e8673258b47f09079f2edfba0f53c
Source dataset
uspto-grants-1995_12
Patent number
US05478840

Reaction notes

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