Hydrochloric Acid → 2-(2,3-Dihydro-1,4-benzodioxin-2-yl)ethanamine

HRID 533442Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 533442
[C:1]([CH2:3][CH:4]1[O:9][C:8]2[CH:10]=[CH:11][CH:12]=[CH:13][C:7]=2[O:6][CH2:5]1)#[N:2].Cl>C1COCC1>[O:9]1[C:8]2[CH:10]=[CH:11][CH:12]=[CH:13][C:7]=2[O:6][CH2:5][CH:4]1[CH2:3][CH2:1][NH2:2]

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 2675312-(2,3-Dihydro-1,4-benzodioxin-2-yl)acetonitrile

Produkt 1

HCID 556482-(2,3-Dihydro-1,4-benzodioxin-2-yl)ethanamine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

The 2-cyanomethyl-(2,3dihydrobenzo[1,4]dioxine) was dissolved in THF (50 mL) and 1 M BH3 in THF (80 mL, 80 mmol) was added and the reaction mixture refluxed for 5 h, then stirred at ambient temperature for 1 6h. With ice bath cooling, 2N HCl was added until pH=1.0 was achieved. The reaction mixture was then stirred for 1 h at room temperature and evaporated in vacuo to yield an oil. The oil was partitioned between 3N NaOH and diethyl ether, and the diethyl ether solution was washed with brine, dried (Na2SO4) and evaporated in vacuo to yield crude 2-(2,3 dihydrobenzo[1,4]dioxin-2-yl)ethylamine.

Aufarbeitung

  1. temperaturethe reaction mixture refluxed for 5 h
  2. temperatureWith ice bath cooling
  3. stirringThe reaction mixture was then stirred for 1 h at room temperature
  4. customevaporated in vacuo
  5. customto yield an oil
  6. customThe oil was partitioned between 3N NaOH and diethyl ether
  7. washthe diethyl ether solution was washed with brine
  8. dry with materialdried (Na2SO4)
  9. customevaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-878b67cc05054acaa8a449fcc5404ae6
Quelldatensatz
uspto-grants-2014_10
Patentnummer
US08853263B2

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