Hydrochloric Acid → HCID 21867424, Verbindung

HRID 857395

Reaktionsgleichung

Reaktionsgleichung von HRID 857395
[Br:1][C:2]1[CH:10]=[C:9]([F:11])[CH:8]=[C:7]2[C:3]=1[CH:4]=[C:5]([C:12](OC)=[O:13])[NH:6]2.[H-].C([Al+]CC(C)C)C(C)C.Cl>C1COCC1>[Br:1][C:2]1[CH:10]=[C:9]([F:11])[CH:8]=[C:7]2[C:3]=1[CH:4]=[C:5]([CH2:12][OH:13])[NH:6]2

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 21225700DiisobutylaluminumhydrideHCID 21867463Methyl 4-bromo-6-fluoro-1H-indole-2-carboxylate

Produkt 1

HCID 21867424HCID 21867424, VerbindungAusbeute 96,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
-30 °C

Versuchsvorschrift

To a solution of methyl 4-bromo-6-fluoro-1H-indole-2-carboxylate (3 g, 11 mmol) in THF (50 mL) at −30° C. was added diisobutylaluminum hydride (33 mmol, 1.5M toluene solution). The mixture was stirred for 1 hour at −30° C. and 1N HCl was added. The phases were separated and the aqueous layer was extracted with Et2O. The combined organic layers were dried over Na2SO4 and concentrated to give 2.6 g of the title compound used as such.

Aufarbeitung

  1. customThe phases were separated
  2. extractionthe aqueous layer was extracted with Et2O
  3. dry with materialThe combined organic layers were dried over Na2SO4
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-62c19ebd538d4c77bd4a41527a3c3744
Quelldatensatz
uspto-grants-2006_12
Patentnummer
US07144913B2

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