Potassium Iodide → HCID 13078344, compound

HRID 647354Notes

Reaction equation

HRID 647354 reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]([C:7]2[C:11]3[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=3[O:9][N:8]=2)[CH2:3][CH2:2]1.[N:16]#[C:17]Br.C(=O)(O)[O-].[Na+].[I-].[K+]>C(Cl)(Cl)Cl>[C:17]([N:1]1[CH2:2][CH2:3][CH:4]([C:7]2[C:11]3[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=3[O:9][N:8]=2)[CH2:5][CH2:6]1)#[N:16]

Participants

6

Reactant 4

HCID 4875Potassium IodideHCID 10476Cyanogen BromideHCID 516892Sodium BicarbonateHCID 130764363-(Piperidin-4-yl)benzo[d]isoxazole

Product 1

HCID 13078344HCID 13078344, compoundYield 63%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A suspension of 4.8 g of 3-(4-piperidyl)-1,2-benzisoxazole, 2.7 g of cyanogen bromide, 5.0 g of sodium bicarbonate and 3.0 g of potassium iodide in 100 ml of chloroform was heated under reflux overnight. The reaction was cooled to room temperature, filtered and concentrated in vacuo to give a solid. The benzisoxazole was purified on 120 g of silica gel, eluted with chloroform and recrystallized twice from acetone-hexane to give 3.4 g (62.3%) of product, mp, 115°-117°.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux overnight
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo
  5. customto give a solid
  6. customThe benzisoxazole was purified on 120 g of silica gel
  7. washeluted with chloroform
  8. customrecrystallized twice from acetone-hexane

Sources & evidence

ORD record
ord-5dd6d428c61a438ca399feec906dc646
Source dataset
uspto-grants-1983_10
Patent number
US04408054

Reaction notes

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