Hydrochloric Acid → (3-Ethynyl-quinolin-6-yloxy)-methylsulfanyl-acetic acid

HRID 1962852

Reaktionsgleichung

Reaktionsgleichung von HRID 1962852
C[O:2][C:3](=[O:24])[CH:4]([S:22][CH3:23])[O:5][C:6]1[CH:7]=[C:8]2[C:13](=[CH:14][CH:15]=1)[N:12]=[CH:11][C:10]([C:16]#[C:17][Si](C)(C)C)=[CH:9]2.[OH-].[Na+].Cl>C(O)C.O>[C:16]([C:10]1[CH:11]=[N:12][C:13]2[C:8]([CH:9]=1)=[CH:7][C:6]([O:5][CH:4]([S:22][CH3:23])[C:3]([OH:24])=[O:2])=[CH:15][CH:14]=2)#[CH:17]

Komponenten

6

Edukt 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 66717765Methylsulfanyl-(3-trimethylsilanylethynyl-quinolin-6-yloxy)-acetic acid methyl ester

Produkt 1

HCID 59565474(3-Ethynyl-quinolin-6-yloxy)-methylsulfanyl-acetic acidAusbeute 92,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel3×

Versuchsvorschrift

To a solution of Methylsulfanyl-(3-trimethylsilanylethynyl-quinolin-6-yloxy)-acetic acid methyl ester (5 g) in ethanol (50 ml), a 2 M solution of sodium hydroxide in water (9.74 ml) was added. The reaction mixture was stirred at room temperature for 1 hour. The reaction mixture was poured into ice-could water (200 ml) and acidified with a 2 M solution of hydrochloric acid in water (9.74 ml). The precipitate was filtered off and washed with water to give (3-Ethynyl-quinolin-6-yloxy)-methylsulfanyl-acetic acid as yellowish solid (3.53 g).

Aufarbeitung

  1. filtrationThe precipitate was filtered off
  2. washwashed with water

Quellen und Nachweise

ORD-Eintrag
ord-bbdfd5c2696644c3813bc90591edb830
Quelldatensatz
uspto-grants-2013_04
Patentnummer
US08415272B2

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