Lithium hydroxide, monohydrate → 4'-(Tert-butyl-methyl-sulfamoyl)-biphenyl-4-carboxylic acid

HRID 1867793ノート

反応式

HRID 1867793 の反応式
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]

参加物

4

反応物 2

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

生成物 1

HCID 579801064'-(Tert-butyl-methyl-sulfamoyl)-biphenyl-4-carboxylic acid収率 88.3%

試薬・触媒・溶媒 1

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

実験手順

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)−

後処理

  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

出典と根拠

ORDレコード
ord-b46e8f3edaf942449472ad2d7c433f44
出典データセット
uspto-grants-2009_12
特許番号
US07632857B2

反応ノート

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