Trifluoroacetic acid → HCID 12604610, Verbindung

HRID 859365Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 859365
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6](Cl)=[O:7].C[Si]([C:13]([Si](C)(C)C)(C([O-])=O)[C:14]([O-:16])=[O:15])(C)C.[Li][CH2:25][CH2:26][CH2:27]C.[C:29]([OH:35])([C:31](F)(F)F)=[O:30]>CCOCC.C(OC(C)=C)(=O)C>[O:7]=[C:6]([C:2]1[S:1][CH:5]=[CH:4][CH:3]=1)[CH2:13][C:14]([OH:16])=[O:15].[CH3:27][C:26]1([CH3:25])[O:35][C:29](=[O:30])[CH:31]=[C:6]([C:2]2[S:1][CH:5]=[CH:4][CH:3]=2)[O:7]1

Komponenten

8

Edukt 4

HCID 6422Trifluoroacetic acidHCID 789282-Thiophenecarbonyl chlorideHCID 222245802,2-Bis(trimethylsilyl)propanedioateHCID 178418339Butyllithium

Produkt 2

HCID 12604610HCID 12604610, VerbindungHCID 22224708HCID 22224708, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 3283Diethyl EtherLösungsmittelHCID 7916Isopropenyl acetateLösungsmittel

Versuchsvorschrift

The 3-oxo-3-thiophen-2-yl-propionic acid was prepared from thiophene-2-carbonyl chloride (5.3 mL, 50 mmol) and bis(trimethylsilyl)malonate (25.6 mL, 100 mmol) with n-BuLi (1.6M in hexane, 62.5 mL) in ether at −60° C. to 0° C. according to the general procedure H (method c2). The crude material (7.88 g) was transformed into the title compound by stirring in isopropenyl acetate and TFA according to the general procedure J (method a). Obtained as a yellow solid (4.09 g).

Quellen und Nachweise

ORD-Eintrag
ord-f3d9014d276e4bbc82029a37df80cfa0
Quelldatensatz
uspto-grants-2006_12
Patentnummer
US07151098B2

Notizen zur Reaktion

Wird geladen…