Sodium Hydroxide → methyl 3,4-dihydro-2H-[1,3]oxazino[3,2-a]indole-10-carboxylate

HRID 1172281

Reaktionsgleichung

Reaktionsgleichung von HRID 1172281
Cl[CH2:2][CH2:3][CH2:4][O:5][C:6]1[NH:7][C:8]2[C:13]([C:14]=1[C:15]([O:17][CH3:18])=[O:16])=[CH:12][CH:11]=[CH:10][CH:9]=2.[OH-].[Na+]>C1(C)C=CC=CC=1>[O:5]1[C:6]2=[C:14]([C:15]([O:17][CH3:18])=[O:16])[C:13]3[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=3[N:7]2[CH2:2][CH2:3][CH2:4]1

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 9816818Methyl 2-(3-chloropropoxy)indole-3-carboxylate

Produkt 1

HCID 11746477methyl 3,4-dihydro-2H-[1,3]oxazino[3,2-a]indole-10-carboxylateAusbeute 93,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Reaktionsbedingungen

Temperatur
40 °C

Versuchsvorschrift

Methyl 2-(3-chloropropoxy)indole-3-carboxylate (5.0 g, 18.7 mmol) was added to a stirred mixture of 5.4 M aqueous M NaOH (3.8 ml) and toluene (50 ml) and heated at 40° C. for 4 h. The aqueous layer was separated and the organic layer washed with H2O (3×25 ml) while maintaining the temperature at 60° C. The organic solvent was evaporated in vacuo to leave the product as a white solid (4.0 g, 93.2%).

Aufarbeitung

  1. customThe aqueous layer was separated
  2. washthe organic layer washed with H2O (3×25 ml)
  3. temperaturewhile maintaining the temperature at 60° C
  4. customThe organic solvent was evaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-695822113de44527905d9f27fa1b9f91
Quelldatensatz
uspto-grants-2010_11
Patentnummer
US07834010B2

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