Triethylamine → ST50554379

HRID 1953259Notes

Reaction equation

HRID 1953259 reaction equation
[F:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10].[CH:12]1([C:18](Cl)=[O:19])[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1.C(N(CC)CC)C>O1CCCC1>[CH:12]1([C:18]([NH:6][C:5]2[CH:7]=[CH:8][C:2]([F:1])=[C:3]([N+:9]([O-:11])=[O:10])[CH:4]=2)=[O:19])[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 677684-Fluoro-3-nitroanilineHCID 75938Cyclohexanecarbonyl chloride

Product 1

HCID 3598338ST50554379

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

15.6 g (0.1 mol) of 4-fluoro-3-nitro-aniline and 17.9 g (0.11 mol) of cyclohexylcarboxylic acid chloride are dissolved in 250 ml tetrahydrofuran and after the addition of 12.1 g (0.12 mol) of triethylamine the mixture is stirred for 3 hours at ambient temperature. The solvent is distilled off, the residue is mixed with water and extracted with ethyl acetate. The combined organic extracts are dried over sodium sulphate and concentrated by evaporation.

Workup

  1. distillationThe solvent is distilled off
  2. additionthe residue is mixed with water
  3. extractionextracted with ethyl acetate
  4. dry with materialThe combined organic extracts are dried over sodium sulphate
  5. concentrationconcentrated by evaporation

Sources & evidence

ORD record
ord-3fbc48fa0f764eff9c6aee17b8bffac8
Source dataset
uspto-grants-2000_09
Patent number
US06114532

Reaction notes

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