Tetra-n-butylammonium 1-(3-nitrophenyl)ethanesulphonate → Tetra-n-butylammonium 1-(3-aminophenyl)ethanesulphonate

HRID 259919

Reaktionsgleichung

[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]([S:12]([O-:15])(=[O:14])=[O:13])[CH3:11])[CH:7]=[CH:8][CH:9]=1)([O-])=O.[CH2:16]([N+:20]([CH2:29][CH2:30][CH2:31][CH3:32])([CH2:25][CH2:26][CH2:27][CH3:28])[CH2:21][CH2:22][CH2:23][CH3:24])[CH2:17][CH2:18][CH3:19]>[Pd].C(O)C>[NH2:1][C:4]1[CH:5]=[C:6]([CH:10]([S:12]([O-:15])(=[O:13])=[O:14])[CH3:11])[CH:7]=[CH:8][CH:9]=1.[CH2:29]([N+:20]([CH2:16][CH2:17][CH2:18][CH3:19])([CH2:21][CH2:22][CH2:23][CH3:24])[CH2:25][CH2:26][CH2:27][CH3:28])[CH2:30][CH2:31][CH3:32]

Komponenten

Reaktionsbedingungen

Temperatur: 25 °C

Versuchsvorschrift

0.2 g of 5% strength palladium on charcoal is added to a solution of 2.8 g of the laevorotatory isomer of tetra-n-butylammonium 1-(3-nitrophenyl)ethanesulphonate in 50 cm3 of ethanol. The suspension is stirred for 2 hours at a temperature of about 25° C. under a hydrogen atmosphere (100 kPa). The catalyst is filtered off and the filtrate is concentrated to dryness under reduced pressure (2.7 kPa) at 40° C. 2.8 g of the laevorotatory isomer of tetra-n-butylammonium 1-(3-aminophenyl)ethanesulphonate are thus obtained in the form of an oil, used as such in the subsequent syntheses.

Aufarbeitung

filtrationThe catalyst is filtered off
concentrationthe filtrate is concentrated to dryness under reduced pressure (2.7 kPa) at 40° C

Quellen und Nachweise

ORD-Eintrag: ord-e4772676ca694072bc9fb6329cecc7d7
Quelldatensatz: uspto-grants-1996_06
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US05523469

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