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2,3-Dihydro-α-methyl-N-(phenylmethyl)-1,4-benzodioxin-2-methanamine → 1,4-Benzodioxan, 2-(1-aminoethyl)-

HRID 1855957
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1855957
C([NH:8][CH:9]([CH:11]1[O:16][C:15]2[CH:17]=[CH:18][CH:19]=[CH:20][C:14]=2[O:13][CH2:12]1)[CH3:10])C1C=CC=CC=1>CO.Cl.[Pd]>[O:16]1[C:15]2[CH:17]=[CH:18][CH:19]=[CH:20][C:14]=2[O:13][CH2:12][CH:11]1[CH:9]([NH2:8])[CH3:10]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 1

HCID 5418362,3-Dihydro-α-methyl-N-(phenylmethyl)-1,4-benzodioxin-2-methanamine

Produkt 1

HCID 171801,4-Benzodioxan, 2-(1-aminoethyl)-Ausbeute 94,5 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 313Hydrochloric AcidKatalysatorHCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

In 50 ml of methanol was dissolved 7 g of pure N-benzyl-1-(1,4-benzodioxan-2-yl)ethylamine (i1 '). After adding one drop of ethanolic hydrochloric acid and 0.5 g of 10% palladium charcoal to the solution, and catalytic reduction was performed at normal pressure until the absorption of hydrogen gas stopped. Then, palladium charcoal was filtered away, the filtrate was acidified with the addition of ethanolic hydrochloric acid, and the solvent was distilled off. Then, 20 ml of isopropanol was added to the residue and the product formed was recovered by filtration to provide 4.4 g (75.7%) of 1-(1,4-benzodioxan-2-yl)ethylamine (i1 ') hydrochloride having a melting point of 234°-235° C. The product was then converted into a base by a conventional manner and distilled under reduced pressure to provide 2.9 g (62.3%) of 1-(1,4-benzodioxan-2-yl)ethylamine (i1 ') having a boiling point of 88°-90° C./0.1 mmHg.

Aufarbeitung

  1. customwas performed at normal pressure until the absorption of hydrogen gas
  2. filtrationThen, palladium charcoal was filtered away
  3. additionthe filtrate was acidified with the addition of ethanolic hydrochloric acid
  4. distillationthe solvent was distilled off
  5. additionThen, 20 ml of isopropanol was added to the residue
  6. customthe product formed
  7. filtrationwas recovered by filtration

Quellen und Nachweise

ORD-Eintrag
ord-46edf05f45fe46549779640ceeed34e2
Quelldatensatz
uspto-grants-1980_08
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04217305

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