Water → 6-Methoxy-3,4-dihydro-2H-1,4-benzoxazine

HRID 1167609Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1167609
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[O:11][CH2:10][CH2:9][N:8](C(=O)C)[C:7]=2[CH:15]=1.O.[OH-].[K+]>CO>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[O:11][CH2:10][CH2:9][NH:8][C:7]=2[CH:15]=1

Komponenten

5

Edukt 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 22993340HCID 22993340, Verbindung

Produkt 1

HCID 162444606-Methoxy-3,4-dihydro-2H-1,4-benzoxazine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

The compound obtained in Step C (1.5 g; 7.26 mmol) is dissolved in 7 ml of methanol, and then water (14 eq.; 101.6 mmol; 1.9 ml) and potassium hydroxide (6 eq.; 43.5 mmol; 2.44 g) are added. The solution is stirred vigorously at 60° C. for 2 hours. After extraction three times with dichloromethane, the organic phase is dried over MgSO4 and then removed under reduced pressure. The residue obained is purified by flash chromatography on silica gel (eluant: PE/AcOEt (1/1)). The title product is obtained in the form of a red solid.

Aufarbeitung

  1. extractionAfter extraction three times with dichloromethane
  2. dry with materialthe organic phase is dried over MgSO4
  3. customremoved under reduced pressure
  4. customThe residue obained is purified by flash chromatography on silica gel (eluant: PE/AcOEt (1/1))

Quellen und Nachweise

ORD-Eintrag
ord-f087d9ce4ece467bbf58fbc696f21d80
Quelldatensatz
uspto-grants-2003_09
Patentnummer
US06620809B2

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