Triphenylphosphine → 4-[2-(2-Morpholin-4-yl-ethoxy)-phenyl]-piperazine-1-carboxylic acid tert-butyl ester

HRID 456439

Reaktionsgleichung

N(C(OC(C)C)=O)=NC(OC(C)C)=O.[C:15]([O:19][C:20]([N:22]1[CH2:27][CH2:26][N:25]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=2[OH:34])[CH2:24][CH2:23]1)=[O:21])([CH3:18])([CH3:17])[CH3:16].[N:35]1([CH2:41][CH2:42]O)[CH2:40][CH2:39][O:38][CH2:37][CH2:36]1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C1COCC1>[C:15]([O:19][C:20]([N:22]1[CH2:23][CH2:24][N:25]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=2[O:34][CH2:42][CH2:41][N:35]2[CH2:40][CH2:39][O:38][CH2:37][CH2:36]2)[CH2:26][CH2:27]1)=[O:21])([CH3:18])([CH3:16])[CH3:17]

Komponenten

Reaktionsbedingungen

Temperatur: 0 °C

Versuchsvorschrift

Diisopropyl azodicarboxylate (0.48 mL, 2.4 mmol) was added dropwise to a stirred solution of 4-(2-hydroxy-phenyl)-piperazine-1-carboxylic acid tert-butyl ester (0.56 g, 2 mmol), 2-morpholin-4-yl-ethanol (0.24 mL, 2 mmol) and triphenylphosphine (0.63 g, 2.4 mmol) in THF (20 mL) cooled to 0° C. The resulting solution was warmed to r.t. and stirred for about 16 hours. The solvent was removed in vacuo and the residue purified by silica gel chromatography (ethyl acetate) to afford the final compound (0.50 g, 64%) as a clear oil

Aufarbeitung

temperatureThe resulting solution was warmed to r.t.
customThe solvent was removed in vacuo
customthe residue purified by silica gel chromatography (ethyl acetate)

Quellen und Nachweise

ORD-Eintrag: ord-a1e654ad91ad4cd192c716c8c40a3aaa
Quelldatensatz: uspto-grants-2007_03
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US07186715B2

Verknüpfte Notizen

Wird geladen…