Sulfuric Acid → HCID 22224915, Verbindung

HRID 859367Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 859367
[C:1]([C:3]1[CH:7]=[CH:6][S:5][C:4]=1[C:8](Cl)=[O:9])#[N:2].C[Si]([C:15]([Si](C)(C)C)(C([O-])=O)[C:16]([O-:18])=[O:17])(C)C.CCN(CC)CC.[Li+].[Br-].OS(O)(=O)=O>CC#N.C(OC(C)=C)(=O)C>[C:1]([C:3]1[CH:7]=[CH:6][S:5][C:4]=1[C:8](=[O:9])[CH2:15][C:16]([OH:18])=[O:17])#[N:2]

Komponenten

8

Edukt 5

HCID 1118Sulfuric AcidHCID 8471TriethylamineHCID 82050Lithium BromideHCID 222245802,2-Bis(trimethylsilyl)propanedioateHCID 222247493-Cyanothiophene-2-carbonyl chloride

Produkt 1

HCID 22224915HCID 22224915, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6342AcetonitrileLösungsmittelHCID 7916Isopropenyl acetateLösungsmittel

Versuchsvorschrift

The 3-(3-cyano-thiophen-2-yl)-3-oxo-propionic acid was prepared from 3-cyano-thiophene-2-carbonyl chloride (24.33 g, 140.6 mmol) and bis(trimethylsilyl)malonate (38.0 mL, 147.7 mmol) with Et3N (41 mL, 295.4 mmol) and LiBr (13.5 g, 154.7 mmol) in CH3CN at 0° C. according to general procedure H (method c1). The crude material (24.8 g) was transformed into the tide compound by stirring in isopropenyl acetate and conc. H2SO4 according to general procedure J (method a). Obtained as an orange solid (5.6 g).

Quellen und Nachweise

ORD-Eintrag
ord-3e15822884e743e184b72db97fa83ce4
Quelldatensatz
uspto-grants-2006_12
Patentnummer
US07151098B2

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