Boron tribromide → HCID 22087109, Verbindung
Reaktionsgleichung
[F:1][C:2]1[CH:29]=[CH:28][C:5]([CH2:6][CH:7]2[CH2:12][CH2:11][N:10]([CH2:13][C@@H:14]3[O:18][C:17](=[O:19])[N:16]([C:20]4[CH:25]=[CH:24][C:23]([O:26]C)=[CH:22][CH:21]=4)[CH2:15]3)[CH2:9][CH2:8]2)=[CH:4][CH:3]=1.B(Br)(Br)Br>ClCCl>[F:1][C:2]1[CH:29]=[CH:28][C:5]([CH2:6][CH:7]2[CH2:12][CH2:11][N:10]([CH2:13][C@@H:14]3[O:18][C:17](=[O:19])[N:16]([C:20]4[CH:21]=[CH:22][C:23]([OH:26])=[CH:24][CH:25]=4)[CH2:15]3)[CH2:9][CH2:8]2)=[CH:4][CH:3]=1Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
A solution of 1 g of (5S)-(−)-5-[4-(4-fluorobenzyl)-1-piperidinylmethyl]-3-(4-methoxyphenyl)-oxazolidin-2-one [obtainable by reaction of (5R)-(−)-5-(methanesulfonyloxymethyl)-3-p-methoxyphenyloxazolidin-2-one with 4- (4-fluorobenzyl)piperidine hydrochloride] in 25ml of dichloromethane is mixed with equimolar amounts of boron tribromide and stirred for 1 hour. Usual work-up gives (5S)-(−)-5-[4-(4-fluorobenzyl)-1-piperidinylmethyl]-3-(4-hydroxyphenyl)-oxazolidin-2-one,