Methanol → HCID 20084378, Verbindung

HRID 327575

Reaktionsgleichung

Reaktionsgleichung von HRID 327575
C([O:3][C:4](=[O:33])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[CH2:11][CH2:12][C:13]([NH:15][C:16]1[CH:21]=[CH:20][CH:19]=[C:18](/[CH:22]=[CH:23]/[C:24]2[S:25][CH:26]=[C:27]([CH:29]3[CH2:32][CH2:31][CH2:30]3)[N:28]=2)[CH:17]=1)=[O:14])C.O1CCCCC1.CO.O.[OH-].[Li+]>O>[CH:29]1([C:27]2[N:28]=[C:24](/[CH:23]=[CH:22]/[C:18]3[CH:17]=[C:16]([NH:15][C:13](=[O:14])[CH2:12][CH2:11][C:6]4[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=4[C:4]([OH:33])=[O:3])[CH:21]=[CH:20][CH:19]=3)[S:25][CH:26]=2)[CH2:32][CH2:31][CH2:30]1

Komponenten

6

Edukt 4

HCID 887MethanolHCID 8894TetrahydropyranHCID 168937Lithium hydroxide, monohydrateHCID 67808810HCID 67808810, Verbindung

Produkt 1

HCID 20084378HCID 20084378, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A solution composed of 0.457 g of (E)-2-[3-[3-[2-[4-(cyclobutyl)-2-thiazolyl]ethenyl]phenylamino]-3-oxopropyl]benzoic acid ethyl ester, 25 ml of tetrahydropyran, 8 ml of methanol, 8 ml of water and 0.282 g of lithium hydroxide monohydrate was allowed to stand at room temperature for 20 hr. The solvents were removed by rotary evaporation and the residual materials were taken up in 30 ml of water. Addition of excess acetic acid caused the precipitation of 0.42 g of (E)-2-[3-[3-[2-[4-(cyclobutyl)-2-thiazolyl]ethenyl]phenylamino]-3-oxopropyl]benzoic acid; m.p. 238°-239° C.

Aufarbeitung

  1. customThe solvents were removed by rotary evaporation
  2. additionAddition of excess acetic acid
  3. customthe precipitation of 0.42 g of (E)-2-[3-[3-[2-[4-(cyclobutyl)-2-thiazolyl]ethenyl]phenylamino]-3-oxopropyl]benzoic acid

Quellen und Nachweise

ORD-Eintrag
ord-d1088dbe04f84eb8b13c01945267d780
Quelldatensatz
uspto-grants-1993_12
Patentnummer
US05273986

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