Hydrogen chloride-ethyl acetate → 1-(2,3-Dihydro-1,4-benzodioxin-6-ylmethyl)piperidin-4-ylamine

HRID 2193092Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2193092
C(OC(=O)[NH:7][CH:8]1[CH2:13][CH2:12][N:11]([CH2:14][C:15]2[CH:24]=[CH:23][C:18]3[O:19][CH2:20][CH2:21][O:22][C:17]=3[CH:16]=2)[CH2:10][CH2:9]1)(C)(C)C.Cl.C(OCC)(=O)C>C(OCC)(=O)C>[O:19]1[C:18]2[CH:23]=[CH:24][C:15]([CH2:14][N:11]3[CH2:12][CH2:13][CH:8]([NH2:7])[CH2:9][CH2:10]3)=[CH:16][C:17]=2[O:22][CH2:21][CH2:20]1

Komponenten

4

Edukt 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 86669946Tert-butyl (1-(2,3-dihydro-1,4-benzodioxin-6-ylmethyl)-piperidin-4-yl)carbamate

Produkt 1

HCID 392561291-(2,3-Dihydro-1,4-benzodioxin-6-ylmethyl)piperidin-4-ylamine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel2×

Versuchsvorschrift

To 100 mL of an ethyl acetate solution containing 3.62 g of tert-butyl(1-(2,3-dihydro-1,4-benzodioxin-6-ylmethyl)piperidin-4-yl)carbamate, 30 mL of 4 mol/L hydrogen chloride/ethyl acetate was added, and the mixture was stirred at room temperature for 6 hours. The solvent was removed under reduced pressure, the residue thus obtained was added with ethyl acetate, and a solid substance was collected by filtration. The solid substance thus obtained was purified by silica gel column chromatography [silica gel; Chromatorex-NH, manufactured by Fuji Silysia Chemical Ltd., eluent; chloroform:methanol=5:1] to obtain 1.35 g of a pale yellow oily substance, 1-(2,3-dihydro-1,4-benzodioxin-6-ylmethyl)piperidin-4-ylamine.

Aufarbeitung

  1. additionwas added
  2. customThe solvent was removed under reduced pressure
  3. customthe residue thus obtained
  4. filtrationa solid substance was collected by filtration
  5. customThe solid substance thus obtained
  6. customwas purified by silica gel column chromatography [silica gel; Chromatorex-NH, manufactured by Fuji Silysia Chemical Ltd., eluent; chloroform:methanol=5:1]

Quellen und Nachweise

ORD-Eintrag
ord-0297d0de2bb544c6bdf20b62e289e052
Quelldatensatz
uspto-grants-2012_12
Patentnummer
US08329694B2

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