Potassium Fluoride → 2-(2-Nitrophenyl)-4,5-dihydro-1,3-oxazole

HRID 429655Notes

Reaction equation

HRID 429655 reaction equation
Cl[CH2:2][CH2:3][NH:4][C:5](=[O:15])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[N+:12]([O-:14])=[O:13].[F-].[K+]>C(#N)C>[C:5]1([C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=2[N+:12]([O-:14])=[O:13])[O:15][CH2:2][CH2:3][N:4]=1

Participants

4

Reactant 2

HCID 522689Potassium FluorideHCID 3020242N-(2-Chloroethyl)-2-nitrobenzamide

Product 1

HCID 131439162-(2-Nitrophenyl)-4,5-dihydro-1,3-oxazoleYield 98.3%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a solution of N-(2-chloroethyl)-2-nitrobenzamide (3.63 g) in acetonitrile (100 ml) was slowly added 40% potassium fluoride on alumina (10 g). This slurry was stirred at ambient temperature for 24 hours. The potassium fluoride on alumina was filtered through a bed of celite, washed with ethyl acetate. The solvent was evaporated to give 2-(2,5-oxazolinyl)nitrobenzene (3.0 g).

Workup

  1. filtrationThe potassium fluoride on alumina was filtered through a bed of celite
  2. washwashed with ethyl acetate
  3. customThe solvent was evaporated

Sources & evidence

ORD record
ord-07f79e86e4764d41a4642ef84b979be4
Source dataset
uspto-grants-2001_11
Patent number
US06316482B1

Reaction notes

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