4-Acetylmorpholine → trifluoro-methanesulfonic acid 2-morpholin-4-yl-4-oxo-4H-chromen-8-yl ester

HRID 489143

Reaktionsgleichung

[C:1]([N:4]1[CH2:9][CH2:8][O:7][CH2:6][CH2:5]1)(=[O:3])[CH3:2].O[C:11]1[C:20]([O:21][S:22]([C:25]([F:28])([F:27])[F:26])(=[O:24])=[O:23])=[CH:19][CH:18]=[CH:17][C:12]=1[C:13](OC)=[O:14].FC(F)(F)S(OS(C(F)(F)F)(=O)=O)(=O)=O>>[N:4]1([C:1]2[O:3][C:11]3[C:20]([O:21][S:22]([C:25]([F:26])([F:27])[F:28])(=[O:23])=[O:24])=[CH:19][CH:18]=[CH:17][C:12]=3[C:13](=[O:14])[CH:2]=2)[CH2:9][CH2:8][O:7][CH2:6][CH2:5]1

Komponenten

Edukt 3

HCID 155434-Acetylmorpholine

HCID 67749Trifluoromethanesulfonic anhydride

HCID 11616395Methyl 2-hydroxy-3-(trifluoromethylsulfonyloxy)benzoate

Produkt 1

HCID 11603298trifluoro-methanesulfonic acid 2-morpholin-4-yl-4-oxo-4H-chromen-8-yl ester

Versuchsvorschrift

Condensation of the lithium enolate of N-acetyl morpholine (2.2 ml) with methyl 2-hydroxy-3-trifluoromethanesulfonyloxy-benzoate (3.56 g, 11.9 mmol) yielded the salicylacatamide (3.6 g). Cyclodehydration of the product with trifluormethanesulfonic anhydride (5.5 ml) as described above yielded the product as a colourless solid (1.21 g).

Aufarbeitung

customyielded the salicylacatamide (3.6 g)

Quellen und Nachweise

ORD-Eintrag: ord-555a1e808deb49deb54b2b484d0caabb
Quelldatensatz: uspto-grants-2005_12
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US06977255B2

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