Lithium hydroxide, monohydrate → 3-Methyl 5-[3(2-quinolinylmethyloxy)-benzyloxy]benzo(b)thiophene-2-carboxylic acid

HRID 2248905Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2248905
C[O:2][C:3]([C:5]1[S:9][C:8]2[CH:10]=[CH:11][C:12]([O:14][CH2:15][C:16]3[CH:21]=[CH:20][CH:19]=[C:18]([O:22][CH2:23][C:24]4[CH:33]=[CH:32][C:31]5[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=5)[N:25]=4)[CH:17]=3)=[CH:13][C:7]=2[C:6]=1[CH3:34])=[O:4].O.[OH-].[Li+]>C1COCC1.CO.O>[CH3:34][C:6]1[C:7]2[CH:13]=[C:12]([O:14][CH2:15][C:16]3[CH:21]=[CH:20][CH:19]=[C:18]([O:22][CH2:23][C:24]4[CH:33]=[CH:32][C:31]5[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=5)[N:25]=4)[CH:17]=3)[CH:11]=[CH:10][C:8]=2[S:9][C:5]=1[C:3]([OH:4])=[O:2]

Komponenten

6

Edukt 2

HCID 168937Lithium hydroxide, monohydrateHCID 54370568Methyl-3-methyl-5-[3-(2quinolinylmethyloxy)benzyloxy]benzo(b)thiophene-2-carboxylate

Produkt 1

HCID 149952903-Methyl 5-[3(2-quinolinylmethyloxy)-benzyloxy]benzo(b)thiophene-2-carboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a stirred solution of methyl-3-methyl-5-[3-(2quinolinylmethyloxy)benzyloxy]benzo(b)thiophene-2-carboxylate (355 mg, 0.76 mmol) in THF (10 ml), methanol (10 ml) and water (10 ml) at room temperature is added lithium hydroxide monohydrate (156 mg, 3.71 mmol). The resulting solution is stirred for 16 hours and concentrated. The residue is suspended in water and washed with ether. The aqueous layer is acidified to pH 3. The precipitated solid is filtered, washed with water and methylene chloride and dried to provide 3-methyl 5-[3(2-quinolinylmethyloxy)-benzyloxy]benzo(b)thiophene -2-carboxylic acid.

Aufarbeitung

  1. concentrationconcentrated
  2. washwashed with ether
  3. filtrationThe precipitated solid is filtered
  4. washwashed with water and methylene chloride
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-7cea00d4174348b4b4bc0770e03309c0
Quelldatensatz
uspto-grants-1991_08
Patentnummer
US05041453

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