2-Aminotetralin → N-(1,2,3,4-tetrahydronaphth-2-yl)-2-hydroxy-3-(2-naphthyloxy)propanamine

HRID 1656643

Reaktionsgleichung

Reaktionsgleichung von HRID 1656643
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[O:11][CH2:12][CH:13]1[O:15][CH2:14]1.[NH2:16][CH:17]1[CH2:26][CH2:25][C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH2:18]1>C(O)C>[CH2:18]1[C:19]2[C:24](=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH2:25][CH2:26][CH:17]1[NH:16][CH2:14][CH:13]([OH:15])[CH2:12][O:11][C:2]1[CH:3]=[CH:4][C:5]2[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=2)[CH:1]=1

Komponenten

4

Edukt 2

HCID 346772-AminotetralinHCID 929952-Naphthyl glycidyl ether

Produkt 1

HCID 19788252N-(1,2,3,4-tetrahydronaphth-2-yl)-2-hydroxy-3-(2-naphthyloxy)propanamineAusbeute 53,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of 1-(2-naphthyloxy)-2,3-epoxypropane (1.95 g), 2-aminotetralin (2.65 g) and ethanol (35 ml) is heated to the reflux temperature for 5 hours. The solvent is then evaporated off and the thus obtained solid residue is crystallized from ethyl acetate (5 ml), recovered by filtration, washed with ethyl acetate and then with ethyl ether, and dried yielding 1.8 g of N-(1,2,3,4-tetrahydronaphth-2-yl)-2-hydroxy-3-(2-naphthyloxy)propanamine, as the free base; m.p. 102°-115° C.

Aufarbeitung

  1. temperatureis heated to the reflux temperature for 5 hours
  2. customThe solvent is then evaporated off
  3. customthe thus obtained solid residue is crystallized from ethyl acetate (5 ml)
  4. filtrationrecovered by filtration
  5. washwashed with ethyl acetate
  6. dry with materialwith ethyl ether, and dried

Quellen und Nachweise

ORD-Eintrag
ord-6d61e845ef5d45ed9a722e30b04140de
Quelldatensatz
uspto-grants-1993_10
Patentnummer
US05254595

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