Hydrochloric Acid → 4-(methylsulfonyl)-Biphenyl-2-carboxylic acid

HRID 225719

反応式

HRID 225719 の反応式
C[O:2][C:3]([C:5]1[C:6]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[CH:7][CH:8]=[C:9]([S:11]([CH3:14])(=[O:13])=[O:12])[CH:10]=1)=[O:4].[OH-].[Na+].Cl>C1COCC1>[CH3:14][S:11]([C:9]1[CH:10]=[C:5]([C:3]([OH:4])=[O:2])[C:6]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[CH:7][CH:8]=1)(=[O:12])=[O:13]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 577532174-Methanesulfonyl-biphenyl-2-carboxylic acid methyl ester

生成物 1

HCID 574452544-(methylsulfonyl)-Biphenyl-2-carboxylic acid収率 95%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
60 °C

実験手順

To 3.44 mmol 4-Methanesulfonyl-biphenyl-2-carboxylic acid methyl ester in 5 ml THF was added 37.9 mmol 5 M aq. NaOH solution and the mixture was heated at 60° C. for 16 h. The mixture was then cooled to RT, acidified to pH 1 with conc. hydrochloric acid, and extracted 3 times with ethyl acetate. The combined organic phases were dried with Na2SO4. Evaporation in vacuo afforded the title compound (95%) as an off-white crystalline solid. MS (m/e): 275.1 (M−H, 100%)

後処理

  1. temperatureThe mixture was then cooled to RT
  2. extractionextracted 3 times with ethyl acetate
  3. dry with materialThe combined organic phases were dried with Na2SO4
  4. customEvaporation in vacuo

出典と根拠

ORDレコード
ord-531b8098029b4b608101964363996783
出典データセット
uspto-grants-2009_07
特許番号
US07557114B2

関連ノート

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