Triethyl orthoacetate → Methyl 4-(2-methyl-1,3-oxazol-5-yl)-3,5-dimethoxybenzoate

HRID 1096989Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1096989
Cl.[NH2:2][CH2:3][C:4]([C:6]1[C:15]([O:16][CH3:17])=[CH:14][C:9]([C:10]([O:12][CH3:13])=[O:11])=[CH:8][C:7]=1[O:18][CH3:19])=[O:5].[C:20](OCC)(OCC)(OCC)[CH3:21]>>[CH3:20][C:21]1[O:5][C:4]([C:6]2[C:7]([O:18][CH3:19])=[CH:8][C:9]([C:10]([O:12][CH3:13])=[O:11])=[CH:14][C:15]=2[O:16][CH3:17])=[CH:3][N:2]=1

Komponenten

3

Edukt 2

HCID 66221Triethyl orthoacetateHCID 66782707Methyl 4-(aminoacetyl)-3,5-dimethoxybenzoate hydrochloride

Produkt 1

HCID 57930976Methyl 4-(2-methyl-1,3-oxazol-5-yl)-3,5-dimethoxybenzoate

Reaktionsbedingungen

Temperatur
140 °C

Versuchsvorschrift

Methyl 4-(aminoacetyl)-3,5-dimethoxybenzoate hydrochloride was dissolved in triethyl orthoacetate, paratoluenesulfonic acid monohydrate (10 mg) was added to it, and stirred at 140° C. for 6 hours. The reaction liquid was cooled to room temperature, then triethyl orthoacetate was evaporated away under reduced pressure, and the residue was purified through silica gel column chromatography (hexane/ethyl acetate=100/0 to 30/70) to obtain the title compound.

Aufarbeitung

  1. customThe reaction liquid
  2. temperaturewas cooled to room temperature
  3. customtriethyl orthoacetate was evaporated away under reduced pressure
  4. customthe residue was purified through silica gel column chromatography (hexane/ethyl acetate=100/0 to 30/70)

Quellen und Nachweise

ORD-Eintrag
ord-01dc5985ce724fab93919cb95bc03515
Quelldatensatz
uspto-grants-2012_03
Patentnummer
US08138197B2

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