Diethyl Ether → {7-[4-(4-Chloro-phenyl)-4-oxo-butylsulfanyl]-indan-4-yloxy}-acetic acid methyl ester

HRID 1296037Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1296037
[CH3:1][O:2][C:3](=[O:16])[CH2:4][O:5][C:6]1[CH:14]=[CH:13][C:12]([SH:15])=[C:11]2[C:7]=1[CH2:8][CH2:9][CH2:10]2.Cl[CH2:18][CH2:19][CH2:20][C:21]([C:23]1[CH:28]=[CH:27][C:26]([Cl:29])=[CH:25][CH:24]=1)=[O:22].C(=O)([O-])[O-].[Cs+].[Cs+].CCOCC>C(#N)C>[CH3:1][O:2][C:3](=[O:16])[CH2:4][O:5][C:6]1[CH:14]=[CH:13][C:12]([S:15][CH2:18][CH2:19][CH2:20][C:21]([C:23]2[CH:24]=[CH:25][C:26]([Cl:29])=[CH:27][CH:28]=2)=[O:22])=[C:11]2[C:7]=1[CH2:8][CH2:9][CH2:10]2

Komponenten

6

Edukt 4

HCID 3283Diethyl EtherHCID 10796Cesium carbonateHCID 27237814,4'-DichlorobutyrophenoneHCID 20770872(7-Mercapto-indan-4-yloxy)-acetic Acid Methyl Ester

Produkt 1

HCID 20770865{7-[4-(4-Chloro-phenyl)-4-oxo-butylsulfanyl]-indan-4-yloxy}-acetic acid methyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

Compound 1D (300 mg, 1.26 mmol), 4-chloro-1-(4-chloro-phenyl)-butan-1-one (327 mg, 1.51 mmol), and cesium carbonate (616 mg, 1.89 mmol) in 10 ml anhydrous acetonitrile were stirred at ambient temperature for 72 hours. The reaction was then run through 0.5 g SiO2 eluting with Et2O. The eluant was collected and concentrated to give the title compound, pure enough for subsequent use. MS m/z 419 (M+1).

Aufarbeitung

  1. customThe eluant was collected
  2. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-156d121ca3e34413933bf59835849e0b
Quelldatensatz
uspto-grants-2007_07
Patentnummer
US07244763B2

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