Triethylsilane → methyl (4-nitro-2,3-dihydro-1H-indol-3-yl)-acetate

HRID 74572

Reaktionsgleichung

Reaktionsgleichung von HRID 74572
C([SiH](CC)CC)C.[N+:8]([C:11]1[CH:19]=[CH:18][CH:17]=[C:16]2[C:12]=1[C:13]([C:20](=O)[C:21]([O:23][CH3:24])=[O:22])=[CH:14][NH:15]2)([O-:10])=[O:9]>FC(F)(F)C(O)=O>[N+:8]([C:11]1[CH:19]=[CH:18][CH:17]=[C:16]2[C:12]=1[CH:13]([CH2:20][C:21]([O:23][CH3:24])=[O:22])[CH2:14][NH:15]2)([O-:10])=[O:9]

Komponenten

4

Edukt 2

HCID 12052TriethylsilaneHCID 10243717Methyl (4-nitro-1H-indol-3-yl)(oxo)acetate

Produkt 1

HCID 10243182methyl (4-nitro-2,3-dihydro-1H-indol-3-yl)-acetate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6422Trifluoroacetic acidLösungsmittel

Versuchsvorschrift

Under an argon atmosphere 16 mL (0.10 mmol) triethylsilane were slowly added dropwise to 2.3 g (9.3 mmol) methyl (4-nitro-1H-indol-3-yl)-oxo-acetate in 18 mL trifluoroacetic acid while cooling with ice. Then the mixture was stirred for a further 3 h at RT and evaporated down. The residue was dried and then triturated with diisopropylether, suction filtered and dried in the air.

Aufarbeitung

  1. temperaturewhile cooling with ice
  2. customevaporated down
  3. customThe residue was dried
  4. customtriturated with diisopropylether, suction
  5. filtrationfiltered
  6. customdried in the air

Quellen und Nachweise

ORD-Eintrag
ord-4dc15c7d857a4497b86d2906e813aebc
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08829006B2

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