Lithium hydroxide, monohydrate → HCID 57980106, Verbindung

HRID 1867793Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1867793
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 NHCl, 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 NHCl
  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-b46e8f3edaf942449472ad2d7c433f44
Quelldatensatz
uspto-grants-2009_12
Patentnummer
US07632857B2

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