Sodium Nitrite → HCID 86718008, Verbindung

HRID 1500470Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1500470
[CH3:1][C@@H:2]1[CH2:6][C:5]2[CH:7]=[C:8]([CH3:11])[CH:9]=[CH:10][C:4]=2[O:3]1.[N:12]([O-:14])=[O:13].[Na+]>C(O)(C(F)(F)F)=O>[CH3:1][C@@H:2]1[CH2:6][C:5]2[CH:7]=[C:8]([CH3:11])[CH:9]=[C:10]([N+:12]([O-:14])=[O:13])[C:4]=2[O:3]1

Komponenten

4

Edukt 2

HCID 23668193Sodium NitriteHCID 86718007HCID 86718007, Verbindung

Produkt 1

HCID 86718008HCID 86718008, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6422Trifluoroacetic acidLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

A mixture of (R)-2,5-dimethyl-2,3-dihydrobenzofuran (3d) (2.0 g, 13 mmol) in TFA (40 mL) was cooled to 0° C., NaNO2 (1.7 g, 23 mmol) was added thereto. It was stirred at ambient temperature for 12 h. The mixture was concentrated, poured into water (50 mL), extracted with EtOAc (150 mL), washed with brine, dried and concentrated. The residue was purified by column chromatography on silica gel eluting with hexanes/EtOAc (20:1) to give the title compound (3e).

Aufarbeitung

  1. concentrationThe mixture was concentrated
  2. additionpoured into water (50 mL)
  3. extractionextracted with EtOAc (150 mL)
  4. washwashed with brine
  5. customdried
  6. concentrationconcentrated
  7. customThe residue was purified by column chromatography on silica gel eluting with hexanes/EtOAc (20:1)

Quellen und Nachweise

ORD-Eintrag
ord-b6a2dfdc30224808820956b1bf791b10
Quelldatensatz
uspto-grants-2015_12
Patentnummer
US09206166B2

Notizen zur Reaktion

Wird geladen…