Dibutylamine → 2-Di-n-butylamino-8-chloro-1,2,3,4-tetrahydronaphthalene

HRID 274794

Reaktionsgleichung

Reaktionsgleichung von HRID 274794
[Cl:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[CH2:10][C:9](=O)[CH2:8][CH2:7]2.[CH2:13]([NH:17][CH2:18][CH2:19][CH2:20][CH3:21])[CH2:14][CH2:15][CH3:16].[BH4-].[Na+]>C1(C)C=CC=CC=1>[CH2:13]([N:17]([CH2:18][CH2:19][CH2:20][CH3:21])[CH:9]1[CH2:8][CH2:7][C:6]2[C:11](=[C:2]([Cl:1])[CH:3]=[CH:4][CH:5]=2)[CH2:10]1)[CH2:14][CH2:15][CH3:16]

Komponenten

5

Edukt 3

HCID 8148DibutylamineHCID 4311764Sodium borohydrideHCID 46232698-Chloro-1,2,3,4-tetrahydronaphthalen-2-one

Produkt 1

HCID 152304882-Di-n-butylamino-8-chloro-1,2,3,4-tetrahydronaphthaleneAusbeute 29 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

8-Chloro-2-tetralone (3 gm, 16.6 mMol) in toluene (25 mL) was reacted with dibutylamine (5.6 mL, 33.2 mMol) and sodium borohydride (2.0 gm) as described in Example 2 to give the title compound as a colorless oil (1.4 gm, 29%). The tosylate salt was formed and recrystallization (ethyl acetate) gave a colorless, crystalline solid (m.p.=73°-74° C.).

Quellen und Nachweise

ORD-Eintrag
ord-ff8358023ec14ff09b9d2f19ccd0236e
Quelldatensatz
uspto-grants-1995_02
Patentnummer
US05389687

Verknüpfte Notizen

Wird geladen…