Methanol → 9H-Carbazole-9-propanenitrile

HRID 975173Notes

Reaction equation

HRID 975173 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-c7224b8c88c74e579200fc4eae386458
Source dataset
uspto-grants-1997_03
Patent number
US05607955

Reaction notes

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