Sodium Hydroxide → 7-Fluoro-2,3-dihydro-1H-indole

HRID 2353458

Reaktionsgleichung

Reaktionsgleichung von HRID 2353458
[F:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:10]=1[NH:9][CH:8]=[CH:7]2.C([BH3-])#N.[Na+].[OH-].[Na+]>C(O)(=O)C>[F:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:10]=1[NH:9][CH2:8][CH2:7]2

Komponenten

5

Edukt 3

HCID 14798Sodium HydroxideHCID 27745047-Fluoro-1H-indoleHCID 5003444Sodium cyanoborohydride

Produkt 1

HCID 167682617-Fluoro-2,3-dihydro-1H-indoleAusbeute 54,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

7-fluoroindole (2.0 g, 14.8 mmol) was dissolved in acetic acid (6 mL) and sodium cyanoborohydride (1.87 g, 29.6 mmol) was added in 5 portions. The mixture was stirred for 1 hour then poured into 150 mL of 2N NaOH. The mixture was extracted with methylene chloride. The organics were combined, washed with brine, dried over anhydrous magnesium sulfate, and concentrated to give 7-fluoroindoline (1.1 g).

Aufarbeitung

  1. extractionThe mixture was extracted with methylene chloride
  2. washwashed with brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-74bf08cac423424aa246f19a619d4605
Quelldatensatz
uspto-grants-2010_07
Patentnummer
US07750038B2

Verknüpfte Notizen

Wird geladen…