Cesium carbonate → HCID 68616333, Verbindung

HRID 394228

Reaktionsgleichung

[CH2:1]([O:3][C:4](=[O:18])[CH:5]([O:15][CH2:16][CH3:17])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([OH:13])=[C:9]([CH3:14])[CH:8]=1)[CH3:2].[C:19]([C:23]1[CH:28]=[CH:27][C:26]([C:29]2[S:30][CH:31]=[C:32]([CH2:34]Cl)[N:33]=2)=[CH:25][CH:24]=1)([CH3:22])([CH3:21])[CH3:20].C(=O)([O-])[O-].[Cs+].[Cs+]>C(#N)C>[CH2:1]([O:3][C:4](=[O:18])[CH:5]([O:15][CH2:16][CH3:17])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:34][C:32]2[N:33]=[C:29]([C:26]3[CH:27]=[CH:28][C:23]([C:19]([CH3:22])([CH3:21])[CH3:20])=[CH:24][CH:25]=3)[S:30][CH:31]=2)=[C:9]([CH3:14])[CH:8]=1)[CH3:2]

Komponenten

Reaktionsbedingungen

Temperatur: 60 °C

Versuchsvorschrift

A mixture of 150 mg of [rac]-2-ethoxy-3-(4-hydroxy-3-methyl-phenyl)-propionic acid ethyl ester (0.59 mmol), 190 mg of 2-(4-tert-butyl-phenyl)-4-chloromethyl-thiazole (0.71 mmol) and 325 mg of cesium carbonate (1 mmol) in 5 ml of acetonitrile was stirred at 60° C. for 1 h. The solvent was then evaporated and the residue obtained was chromatographed on silicagel using a 98:2 (v/v) mixture of dichloromethane and diethyl ether as the eluent. Thus, 150 mg (52% of theory) of [rac]-3-{4-[2-(4-tert-butyl-phenyl)-thiazol-4-ylmethoxy]-3-methyl-phenyl}-2-ethoxy-propionic acid ethyl ester was obtained as a colorless viscous oil.

Aufarbeitung

customThe solvent was then evaporated
customthe residue obtained
customwas chromatographed on silicagel
additiona 98:2 (v/v) mixture of dichloromethane and diethyl ether as the eluent

Quellen und Nachweise

ORD-Eintrag: ord-e3bfdd930379481aa6f2e8777d373805
Quelldatensatz: uspto-grants-2004_10
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US06809110B2

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