Hydrochloric Acid → 5-Chloro-1-(4-fluorophenyl)-1H-indole

HRID 1250031Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1250031
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:16]3[C:11](=[CH:12][C:13]([Cl:17])=[CH:14][CH:15]=3)[C:10](OC(=O)C)=[CH:9]2)=[CH:4][CH:3]=1.[BH4-].[Na+].Cl.O>CCO>[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:16]3[C:11](=[CH:12][C:13]([Cl:17])=[CH:14][CH:15]=3)[CH:10]=[CH:9]2)=[CH:4][CH:3]=1

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 4311764Sodium borohydrideHCID 109247145-Chloro-1-(4-fluorophenyl)-1H-indol-3-yl acetate

Produkt 1

HCID 102361885-Chloro-1-(4-fluorophenyl)-1H-indole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

1-(4-flourophenyl)-3-acetoxy-5-chloroindole (100.0 g, 0.33 mol) was dissolved in 1000 mL EtOH. During the next hour sodium borohydride pellets (18.7 g, 1.5 eq.) were added batchwise at reflux. The reaction mixture was stirred over night at reflux and cooled to room temperature. Concentrated HCl (appr. 50 mL until pH 1) was added and the reaction mixture was stirred at room temperature for 1 hour. 200 mL demineralized water was added, and the resulting suspension was filtrated. The filter cake was washed with further 50 mL water and 10 mL EtOH. The product was dried over night in vacuum at 50° C.

Aufarbeitung

  1. temperatureat reflux
  2. temperatureat reflux
  3. stirringthe reaction mixture was stirred at room temperature for 1 hour
  4. additionwas added
  5. filtrationthe resulting suspension was filtrated
  6. washThe filter cake was washed with further 50 mL water and 10 mL EtOH
  7. customThe product was dried over night in vacuum at 50° C.

Quellen und Nachweise

ORD-Eintrag
ord-e395ac259c25496d9df308b94b7242bd
Quelldatensatz
uspto-grants-2002_01
Patentnummer
US06335463B1

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