4-Fluorobenzaldehyde → Methyl 3-(4-fluorobenzylidene)-4-oxochroman-7-carboxylate

HRID 505712

Reaktionsgleichung

Reaktionsgleichung von HRID 505712
[O:1]=[C:2]1[C:11]2[C:6](=[CH:7][C:8]([C:12]([O:14][CH3:15])=[O:13])=[CH:9][CH:10]=2)[O:5][CH2:4][CH2:3]1.[F:16][C:17]1[CH:24]=[CH:23][C:20]([CH:21]=O)=[CH:19][CH:18]=1.Cl.O1CCOCC1>CO>[F:16][C:17]1[CH:24]=[CH:23][C:20]([CH:21]=[C:3]2[C:2](=[O:1])[C:11]3[C:6](=[CH:7][C:8]([C:12]([O:14][CH3:15])=[O:13])=[CH:9][CH:10]=3)[O:5][CH2:4]2)=[CH:19][CH:18]=1

Komponenten

5

Edukt 3

HCID 680234-FluorobenzaldehydeHCID 11769654Methyl 4-oxochroman-7-carboxylateHCID 204431481,4-Dioxane hydrochloride

Produkt 1

HCID 66722965Methyl 3-(4-fluorobenzylidene)-4-oxochroman-7-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

The title compound was prepared from methyl 4-oxochroman-7-carboxylate (Koch, K., and Biggers, M. S. J. Org. Chem. 1994, 59, 1216-1218) and 4-fluorobenzaldehyde according to Method A2 using methanol and 4 N Hydrogen chloride/dioxane. Off-white solid (76% yield). 1H NMR (400 MHz, DMSO-d6) δ ppm 3.88 (s, 3H), 5.48 (s, 1H), 7.35 (t, J=8.59 Hz, 2H), 7.50-7.61 (m, 3H), 7.66 (d, J=7.25 Hz, 1H), 7.80 (s, 1H), 8.01 (d, J=8.06 Hz, 1H).

Quellen und Nachweise

ORD-Eintrag
ord-88b766f9655c4cda8cae79228d255393
Quelldatensatz
uspto-grants-2010_08
Patentnummer
US07781428B2

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