Diethyl Ether → 2-(7-Hydroxy-2-oxo-2H-chromen-3-yl)-4-methyl-thiazole-5-carboxylic acid

HRID 579440Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 579440
C([O:5][C:6]([C:8]1[S:12][C:11]([C:13]2[C:14](=[O:24])[O:15][C:16]3[C:21]([CH:22]=2)=[CH:20][CH:19]=[C:18]([OH:23])[CH:17]=3)=[N:10][C:9]=1[CH3:25])=[O:7])(C)(C)C.C1(OC)C=CC=CC=1.FC(F)(F)C(O)=O.C(OCC)C>ClCCl>[OH:23][C:18]1[CH:17]=[C:16]2[C:21]([CH:22]=[C:13]([C:11]3[S:12][C:8]([C:6]([OH:7])=[O:5])=[C:9]([CH3:25])[N:10]=3)[C:14](=[O:24])[O:15]2)=[CH:20][CH:19]=1

Komponenten

6

Edukt 4

HCID 3283Diethyl EtherHCID 6422Trifluoroacetic acidHCID 7519AnisoleHCID 1363877692-(7-Hydroxy-2-oxo-2H-chromen-3-yl)-4-methyl-thiazole-5-carboxylic acid tert-butyl ester

Produkt 1

HCID 1363877702-(7-Hydroxy-2-oxo-2H-chromen-3-yl)-4-methyl-thiazole-5-carboxylic acidAusbeute 87 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a suspension of 2-(7-hydroxy-2-oxo-2H-chromen-3-yl)-4-methyl-thiazole-5-carboxylic acid tert-butyl ester (387 mg, 1.08 mmol) and anisole (117 μL, 117 mg, 1.08 mmol) in anhydrous dichloromethane (5 mL) was added trifluoroacetic acid (5 mL) and the obtained solution was stirred at room temperature for 6 h. Diethyl ether (30 mL) was added, the precipitate was collected, washed with diethyl ether and dried in air. In this manner the title compound (285 mg, 0.94 mmol, 87%) was obtained as a light brown solid.

Aufarbeitung

  1. customthe precipitate was collected
  2. washwashed with diethyl ether
  3. customdried in air

Quellen und Nachweise

ORD-Eintrag
ord-92a337548f80445897935269cabf3ad4
Quelldatensatz
uspto-grants-2015_05
Patentnummer
US09040714B2

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