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HRID 1871042Erstellt: 27. Oktober 2026

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

https://huagongshe.com/reaction/1871042

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktSodium HydroxideHCID 14798—
EduktMethyl 2-(3-chloropropoxy)indole-3-carboxylateHCID 9816818—
KatalysatorTetrabutylammonium BromideHCID 74236—
LösungsmittelTolueneHCID 1140—
Produktmethyl 3,4-dihydro-2H-[1,3]oxazino[3,2-a]indole-10-carboxylateHCID 11746477—

Reaktionsbedingungen

Temperatur55 °C

Reaktionsschritte

A mixture of methyl 2-(3-chloropropoxy)-indole-3-carboxylate (81.5 g, 0.304 mole), aqueous sodium hydroxide solution (3 ml, 10.8M, 0.335 mole), water (31 ml) and tetrabutylammonium bromide (4.9 g, 0.015 mole) in toluene (815 ml ) was stirred at 50-60° C. for about 45 minutes. The aqueous layer was removed and the organic layer washed twice with water (100 ml each wash). The resulting toluene solution was dried by azeotropic distillation of solvent (265 ml ) under reduced pressure (60° C., 160 mbar) giving a dried solution of the title compound in toluene.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06100397
Quelldatensatzuspto-grants-2000_08
ORD IDord-f4f6b3b70f9c4aefa378c3a94ae9d679
Quellennotizuspto-grants-2000_08