5-Methylindoline → HCID 20231382, Verbindung

HRID 717782

Reaktionsgleichung

Reaktionsgleichung von HRID 717782
[CH3:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH2:6][CH2:5]2.[N:11]([O-])=[O:12].[Na+]>Cl.O>[CH3:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([N:11]=[O:12])[CH2:6][CH2:5]2

Komponenten

5

Edukt 2

HCID 140236795-MethylindolineHCID 23668193Sodium Nitrite

Produkt 1

HCID 20231382HCID 20231382, VerbindungAusbeute 98,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 313Hydrochloric AcidLösungsmittelHCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

5-Methylindoline (1.0 g, 7.5 mmol) was stirred in 3N HCl (20 mL) at 0° C. Sodium nitrite (0.621 g, 9.0 mmol) in water (2 mL) was added dropwise and the mixture was stirred at 0° C. for 5 min. followed by RT for 20 min. The reaction mixture was extracted with DCM (500 mL), and the organic layer was dried over sodium sulfate and concentrated under vacuum to obtain 1.2 g of 5-methyl-1-nitrosoindoline.

Aufarbeitung

  1. waitfollowed by RT for 20 min
  2. extractionThe reaction mixture was extracted with DCM (500 mL)
  3. dry with materialthe organic layer was dried over sodium sulfate
  4. concentrationconcentrated under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-87962a4fe92a449ba21dd06f782d09e1
Quelldatensatz
uspto-grants-2015_11
Patentnummer
US09193728B2

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