Benzyltrimethylammonium hydroxide → HCID 21201678, compound

HRID 1979337Notes

Reaction equation

HRID 1979337 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[NH:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[F:17])([O-:3])=[O:2].[OH-].[CH2:19]([N+:26](C)(C)C)[C:20]1C=CC=C[CH:21]=1>C(#N)C=C.CO>[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[N:10]([CH2:21][CH2:20][C:19]#[N:26])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[F:17])([O-:3])=[O:2]

Participants

5

Reactant 2

HCID 66854Benzyltrimethylammonium hydroxideHCID 2613812-Fluoro-n-(2-nitrophenyl)aniline

Product 1

HCID 21201678HCID 21201678, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 7855AcrylonitrileSolvent

Conditions

Temperature
55 °C

Procedure

N-(2-Nitrophenyl)-2-fluoroaniline (17.8 g) was dissolved in acrylonitrile (100 ml), triton B (40% benzyltrimethylammonium hydroxide in methanol) (1.0 ml) was added, the mixture was stirred at 50-60° C. for 3 hours. The reaction mixture was concentrated under reduced pressure, the residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=4:1), to thereby obtain 6.37 g of the titled compound as a orange color crystal.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=4:1)

Sources & evidence

ORD record
ord-af58613bc23642d0af024d42a4f2c0f1
Source dataset
uspto-grants-2001_05
Patent number
US06239131B1

Reaction notes

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