Potassium Fluoride → HCID 21394860, compound

HRID 460791Notes

Reaction equation

HRID 460791 reaction equation
[N+:1]([CH2:4][C:5](=[O:18])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])([O-:3])=[O:2].[F-].[K+]>C(O)(C)(C)C>[C:5]([C:4]1[C:4]([N+:1]([O-:3])=[O:2])=[C:5]([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])[O:18][N:1]=1)(=[O:18])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17]

Participants

4

Reactant 2

HCID 522689Potassium FluorideHCID 20388360HCID 20388360, compound

Product 1

HCID 21394860HCID 21394860, compoundYield 36.8%

Reagents, catalysts & solvents 1

HCID 6386tert-ButanolSolvent2×

Procedure

A solution of 1-nitro-2-tetradecanone (13.0 grams, 50 mmoles) in tertiary butanol (75 milliliters, 0.95 mole) containing anhydrous potassium fluoride (0.2 gram, 3.44 mmoles) was refluxed for 3 hours with the slow removal of 25 milliliters of tertiary butanol. The residual solvent was stripped from the reaction mixture by evaporation at 30°-35° C. under a reduced pressure of 30 millimeters. The evaporation residue was recrystallized from petroleum ether to afford 4.4 grams of 3-tridecanoyl-4-nitro-5-dodecylisoxazole having a melting point of 60°-62° C.

Workup

  1. customThe residual solvent was stripped from the reaction mixture by evaporation at 30°-35° C. under a reduced pressure of 30 millimeters
  2. customThe evaporation residue was recrystallized from petroleum ether

Sources & evidence

ORD record
ord-9e507f833b664c9bbf84d7fd7e9e0d40
Source dataset
uspto-grants-1977_12
Patent number
US04061651

Reaction notes

Loading…