Triethylsilane → 5,6-dihydro-5-oxo-11H-indeno [1,2-c]isoquinoline

HRID 2306567Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2306567
[O:1]=[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]2[C:12](=O)[C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][C:18]=3[C:4]=2[NH:3]1.C([SiH](CC)CC)C.CO.C(Cl)Cl>FC(F)(F)C(O)=O>[O:1]=[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]2[CH2:12][C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][C:18]=3[C:4]=2[NH:3]1

Komponenten

5

Edukt 3

HCID 12052TriethylsilaneHCID 13802540HCID 13802540, VerbindungHCID 21226129Dichloromethane methanol

Produkt 1

HCID 101053885,6-dihydro-5-oxo-11H-indeno [1,2-c]isoquinolineAusbeute 88,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6422Trifluoroacetic acidLösungsmittel

Versuchsvorschrift

To a stirred suspension of 2 (40 g, 0.16 mol) in trifluoroacetic acid (2.5 L) was added triethylsilane (94 g, 0.8 mol) in small portions at room temperature and the reaction mixture was stirred for 96 h, during which time the reaction progress was monitored using TLC (eluent −5% MeOH/CH2Cl2). The reaction mixture was slowly poured on ice, filtered, washed with copious amounts of H2O and MeOH and dried in vacuo to provide the above-titled compound 6 (33.1 g, 88%), whose spectral data were identical to those of a sample of compound 6 that was obtained using Method I.

Aufarbeitung

  1. additionThe reaction mixture was slowly poured on ice
  2. filtrationfiltered
  3. washwashed with copious amounts of H2O and MeOH
  4. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-bd79d371148a42329cb390f2c6c3bd85
Quelldatensatz
uspto-grants-2004_12
Patentnummer
US06828319B2

Notizen zur Reaktion

Wird geladen…