1,3-Dichloroacetone → HCID 68616616, Verbindung

HRID 394320

Reaktionsgleichung

Reaktionsgleichung von HRID 394320
[CH2:1]([O:3][C:4](=[O:21])[CH:5]([O:18][CH2:19][CH3:20])[CH2:6][C:7]1[CH:12]=[C:11]([O:13][CH2:14][CH3:15])[C:10]([OH:16])=[CH:9][C:8]=1[F:17])[CH3:2].Cl[CH2:23][C:24]1[N:25]=[C:26]([C:29]2[CH:34]=[CH:33][C:32]([CH:35]([CH3:37])[CH3:36])=[CH:31][CH:30]=2)[S:27][CH:28]=1.C(C1C=CC(C(N)=S)=CC=1)(C)C.ClCC(CCl)=O.C(=O)([O-])[O-].[Cs+].[Cs+]>C(#N)C>[CH2:1]([O:3][C:4](=[O:21])[CH:5]([O:18][CH2:19][CH3:20])[CH2:6][C:7]1[CH:12]=[C:11]([O:13][CH2:14][CH3:15])[C:10]([O:16][CH2:23][C:24]2[N:25]=[C:26]([C:29]3[CH:34]=[CH:33][C:32]([CH:35]([CH3:37])[CH3:36])=[CH:31][CH:30]=3)[S:27][CH:28]=2)=[CH:9][C:8]=1[F:17])[CH3:2]

Komponenten

7

Edukt 5

HCID 107931,3-DichloroacetoneHCID 10796Cesium carbonateHCID 20788314-(Propan-2-yl)benzene-1-carbothioamideHCID 20956974-Chloromethyl-2-(4-isopropyl-phenyl)-thiazoleHCID 68617763[Rac]-2-ethoxy-3-(5-ethoxy-2-fluoro-4-hydroxy-phenyl)-propionic acid ethyl ester

Produkt 1

HCID 68616616HCID 68616616, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

In analogy to the procedure described in example 4 d], [rac]-2-ethoxy-3-(5-ethoxy-2-fluoro-4-hydroxy-phenyl)-propionic acid ethyl ester was reacted with 4-chloromethyl-2-(4-isopropyl-phenyl)-thiazole (prepared from 4-isopropyl-thiobenzamide and 1,3-dichloroacetone in analogy to the procedure described in example 4 a]) in acetonitrile in the presence of cesium carbonate to yield [rac]-2-ethoxy-3-{5-ethoxy-2-fluoro-4-[2-(4-isopropyl-phenyl)-thiazol-4-ylmethoxy]-phenyl}-propionic acid ethyl ester, which was further saponified in analogy to the procedure described in example 4 e], to yield [rac]-2-ethoxy-3-{5-ethoxy-2-fluoro-4-[2-(4-isopropyl-phenyl)-thiazol-4-ylmethoxy]-phenyl}-propionic acid as light yellow solid.

Aufarbeitung

  1. customdescribed in example 4 d

Quellen und Nachweise

ORD-Eintrag
ord-f72b7198ad8a49b39939d6ef72526239
Quelldatensatz
uspto-grants-2004_10
Patentnummer
US06809110B2

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