Lithium hydroxide, monohydrate → HCID 57980106, Verbindung

HRID 1677137Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1677137
C[O:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:16]=[CH:15][C:14]([S:17](=[O:25])(=[O:24])[N:18]([C:20]([CH3:23])([CH3:22])[CH3:21])[CH3:19])=[CH:13][CH:12]=2)=[CH:7][CH:6]=1)=[O:4].O[Li].O>O1CCOCC1.O>[C:20]([N:18]([CH3:19])[S:17]([C:14]1[CH:15]=[CH:16][C:11]([C:8]2[CH:9]=[CH:10][C:5]([C:3]([OH:4])=[O:2])=[CH:6][CH:7]=2)=[CH:12][CH:13]=1)(=[O:25])=[O:24])([CH3:23])([CH3:22])[CH3:21]

Komponenten

4

Edukt 2

HCID 168937Lithium hydroxide, monohydrateHCID 579801654'-(tert-Butyl-methyl-sulfamoyl)-biphenyl-4-carboxylic acid methyl ester

Produkt 1

HCID 57980106HCID 57980106, VerbindungAusbeute 88,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 218864351,4-Dioxane--water (1/1)Lösungsmittel

Versuchsvorschrift

Procedure T′: A 15 mL dioxane/H2O (2:1) mixture of 4′-(tert-butyl-methyl-sulfamoyl)-biphenyl-4-carboxylic acid methyl ester (318 mg, 0.88 mmol) and LiOH—H2O (46 mg, 1.1 mmol) is stirred at room temperature overnight. The reaction mixture is concentrated, is diluted with EtOAc, shaken with 1 N HCl, and the layers are separated. The 1 N HCl layer is extracted with EtOAc and the combined organic layers are washed with brine, then dried over Na2SO4 and evaporated to give the intermediate 4′-(tert-butyl-methyl-sulfamoyl)-biphenyl-4-carboxylic acid (270 mg, 88% yield). MS (ES−) 346.1 (M−H)−

Aufarbeitung

  1. concentrationThe reaction mixture is concentrated
  2. additionis diluted with EtOAc
  3. stirringshaken with 1 N HCl
  4. customthe layers are separated
  5. extractionThe 1 N HCl layer is extracted with EtOAc
  6. washthe combined organic layers are washed with brine
  7. dry with materialdried over Na2SO4
  8. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-cf0b4ac7a41d4ed1a5f93682455d349b
Quelldatensatz
uspto-grants-2011_08
Patentnummer
US08008301B2

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