Potassium Iodide → HCID 86735492, compound

HRID 616767Notes

Reaction equation

HRID 616767 reaction equation
Br[CH2:2][CH2:3][CH2:4][C:5]1([C:10]2[CH:15]=[CH:14][C:13]([F:16])=[CH:12][C:11]=2[N+:17]([O-:19])=[O:18])[O:9][CH2:8][CH2:7][O:6]1.[OH:20][C:21]1([C:27]2[CH:32]=[CH:31][CH:30]=[C:29]([C:33]([F:36])([F:35])[F:34])[CH:28]=2)[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]1.C(=O)([O-])[O-].[K+].[K+].[I-].[K+]>O.C(C(C)=O)C(C)C>[OH:20][C:21]1([C:27]2[CH:32]=[CH:31][CH:30]=[C:29]([C:33]([F:36])([F:34])[F:35])[CH:28]=2)[CH2:26][CH2:25][N:24]([CH2:2][CH2:3][CH2:4][C:5]2([C:10]3[CH:15]=[CH:14][C:13]([F:16])=[CH:12][C:11]=3[N+:17]([O-:19])=[O:18])[O:9][CH2:8][CH2:7][O:6]2)[CH2:23][CH2:22]1

Participants

7

Reactant 4

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 752554-[3-(Trifluoromethyl)phenyl]-4-piperidinolHCID 713856872-(3-Bromopropyl)-2-(4-fluoro-2-nitrophenyl)-1,3-dioxolane

Product 1

HCID 86735492HCID 86735492, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 7909Methyl Isobutyl KetoneSolvent

Procedure

A mixture of 3.7 g of 4-bromo-1-(4-fluoro-2-nitrophenyl)-1,1-ethylenedioxy-n-butane, 2.5 g of 4-hydroxy-4-(3-trifluoromethylphenyl)piperidine, 1.4 g of anhydrous potassium carbonate, a catalytic amount of potassium iodide and 20 ml of methyl isobutyl ketone was heated at 80°-90° C for 2 hours. After cooling, the reaction mixture was diluted with 100 ml of water and extracted with ethyl acetate. The extracts were washed with water and aqueous saturated sodium chloride solution, dried over anhydrous sodium sulfate and concentrated under reduced pressure to yield 4-[4-hydroxy-4-(3-trifluoromethylphenyl)piperidino]-1-(4-fluoro-2-nitrophenyl)-1,1-ethylenedioxy-n-butane as a residual oil.

Workup

  1. temperatureAfter cooling
  2. extractionextracted with ethyl acetate
  3. washThe extracts were washed with water and aqueous saturated sodium chloride solution
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-1cd340c1171c443cb8f1759d9ca4a000
Source dataset
uspto-grants-1978_02
Patent number
US04075346

Reaction notes

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