Hydrochloric Acid → 3-(1-Allyl-4-piperidyl)-1,2-benzisoxazole hydrochloride

HRID 370903Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 370903
[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.[CH2:16](Br)[CH:17]=[CH2:18].C(=O)(O)[O-].[Na+].[I-].[K+].[ClH:27]>CN(C)C=O.CCOCC>[ClH:27].[CH2:18]([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)[CH:17]=[CH2:16]

Komponenten

8

Edukt 5

HCID 313Hydrochloric AcidHCID 4875Potassium IodideHCID 7841Allyl bromideHCID 516892Sodium BicarbonateHCID 130764363-(Piperidin-4-yl)benzo[d]isoxazole

Produkt 1

HCID 130764513-(1-Allyl-4-piperidyl)-1,2-benzisoxazole hydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 3283Diethyl EtherLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A suspension of 4.0 g of 3-(4-piperidyl)-1,2-benzisoxazole, 2.6 g of allyl bromide, 5.0 g of sodium bicarbonate, and 3.0 g of potassium iodide in 90 ml of dimethylformamide was stirred at 80° for 20 hrs. The reaction was cooled, filtered and poured into 1 l of water. The mixture was extracted with ether (three times) and dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure to give an oil. The oil was dissolved in a small amount of ether into which hydrochloric acid was bubbled. The precipitate was recrystallized from ethanol-ether (three times) to give 2.4 g of product, mp, 174°-176°.

Aufarbeitung

  1. temperatureThe reaction was cooled
  2. filtrationfiltered
  3. additionpoured into 1 l of water
  4. extractionThe mixture was extracted with ether (three times)
  5. dry with materialdried over anhydrous sodium sulfate
  6. customThe solvent was removed under reduced pressure
  7. customto give an oil
  8. customwas bubbled
  9. customThe precipitate was recrystallized from ethanol-ether (three times)

Quellen und Nachweise

ORD-Eintrag
ord-c6527b948d67408287c11ad14338afa3
Quelldatensatz
uspto-grants-1985_07
Patentnummer
US04528376

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