Methanol → HCID 178498499, Verbindung

HRID 545201

Reaktionsgleichung

Reaktionsgleichung von HRID 545201
[C:1]([C:6]([O-:8])=[O:7])#[C:2][C:3]([O-:5])=O.[CH:9]1([C:12]2[CH:18]=[CH:17][CH:16]=[CH:15][C:13]=2[NH2:14])[CH2:11][CH2:10]1.[CH3:19]O>>[OH:5][C:3]1[C:15]2[C:13](=[C:12]([CH:9]3[CH2:11][CH2:10]3)[CH:18]=[CH:17][CH:16]=2)[N:14]=[C:1]([C:6]([O:8][CH3:19])=[O:7])[CH:2]=1

Komponenten

4

Edukt 3

HCID 887Methanol2×HCID 766182-CyclopropylanilineHCID 42203802-Butynedioic acid, ion(2-)

Produkt 1

HCID 178498499HCID 178498499, Verbindung

Versuchsvorschrift

A solution of 21.8 mL of acetylenedicarboxylate (0.18 mol) in 50 mL of MeOH was added dropwise to a solution of 22.5 g of 2-cyclopropylaniline (0.17 mol) in 150 mL of MeOH over 1 hr and the mixture was stirred at room temperature for 2 hr. The reaction mixture was concentrated and the residue was taken up into 30 mL of diphenyl ether. The solution was added dropwise to 200 mL of diphenyl ether heated at 250 C and the mixture was stirred at the temperature for 30 min. The reaction mixture was concentrated in vacuo and the residue was purified on a SiO2 column chromatography (eluted with n-Hex/AcOEt=1/1) to give methyl 4-hydroxy-8-cyclopropylquinoline-2-carboxylate as a pale yellow solid.

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated
  2. additionThe solution was added dropwise to 200 mL of diphenyl ether
  3. temperatureheated at 250 C
  4. stirringthe mixture was stirred at the temperature for 30 min
  5. concentrationThe reaction mixture was concentrated in vacuo
  6. customthe residue was purified on a SiO2 column chromatography (eluted with n-Hex/AcOEt=1/1)

Quellen und Nachweise

ORD-Eintrag
ord-2cf9846dfffe42a2abe6fd42e63dc63f
Quelldatensatz
uspto-grants-2011_05
Patentnummer
US07935712B2

Verknüpfte Notizen

Wird geladen…