Acrylonitrile → HCID 54454176, compound

HRID 1580719Notes

Reaction equation

HRID 1580719 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]2[C:12](=[CH:13][CH:14]=1)[NH:11][C:10]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]2=1.[C:15](#[N:18])[CH:16]=[CH2:17].[OH-].C([N+](C)(C)C)C1C=CC=CC=1>C1C=CC=CC=1>[CH3:1][C:2]1[CH:3]=[C:4]2[C:12](=[CH:13][CH:14]=1)[N:11]([CH2:17][CH2:16][C:15]#[N:18])[C:10]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]2=1

Participants

5

Reactant 3

HCID 7855AcrylonitrileHCID 207463-MethylcarbazoleHCID 66854Benzyltrimethylammonium hydroxide

Product 1

HCID 54454176HCID 54454176, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

The compound 6-methyl-9-cyanoethylcarbazole was prepared by stirring 6-methylcarbazole (0.05 mole) in acrylonitrile (0.20 mole) at 0°C. After adding about 1 cc. of benzyl trimethyl ammonium hydroxide, the mixture was stirred on a steam bath for one hour and then treated with boiling benzene (200 cc.). The benzene was distilled and evaporated to dryness. The yellow solid obtained was recrystallized from benzene with Norit treatment to yield 6-methyl-9-cyanoethylcarbazole as an off-white solid, melting range 124°-124.5°C.

Workup

  1. customThe compound 6-methyl-9-cyanoethylcarbazole was prepared
  2. additionAfter adding about 1 cc
  3. distillationThe benzene was distilled
  4. customevaporated to dryness
  5. customThe yellow solid obtained
  6. customwas recrystallized from benzene with Norit treatment

Sources & evidence

ORD record
ord-49b179980b024872835f2dec0a586d00
Source dataset
uspto-grants-1976_01
Patent number
US03933849

Reaction notes

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