Sodium Hydroxide → 2-(4-Fluorophenethyl)-5-[2-(1-methylimidazol-5-yl)1-(thiazol-2-yl)ethoxy]benzoic acid

HRID 1251931ノート

反応式

HRID 1251931 の反応式
[F:1][C:2]1[CH:33]=[CH:32][C:5]([CH2:6][CH2:7][C:8]2[CH:17]=[CH:16][C:15]([O:18][CH:19]([C:27]3[S:28][CH:29]=[CH:30][N:31]=3)[CH2:20][C:21]3[N:25]([CH3:26])[CH:24]=[N:23][CH:22]=3)=[CH:14][C:9]=2[C:10]([O:12]C)=[O:11])=[CH:4][CH:3]=1.[OH-].[Na+]>CO.O>[F:1][C:2]1[CH:33]=[CH:32][C:5]([CH2:6][CH2:7][C:8]2[CH:17]=[CH:16][C:15]([O:18][CH:19]([C:27]3[S:28][CH:29]=[CH:30][N:31]=3)[CH2:20][C:21]3[N:25]([CH3:26])[CH:24]=[N:23][CH:22]=3)=[CH:14][C:9]=2[C:10]([OH:12])=[O:11])=[CH:4][CH:3]=1

参加物

5

反応物 2

HCID 14798Sodium HydroxideHCID 18324499Methyl 2-(4-fluorophenethyl)-5-[2-(1-methylimidazol-5-yl)-1-(thiazol-2-yl)ethoxy]benzoate

生成物 1

HCID 183244782-(4-Fluorophenethyl)-5-[2-(1-methylimidazol-5-yl)1-(thiazol-2-yl)ethoxy]benzoic acid

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

A mixture of methyl 2-(4-fluorophenethyl)-5-[2-(1-methylimidazol-5-yl)-1-(thiazol-2-yl)ethoxy]benzoate (2.07 g, 4.4 mmol) and sodium hydroxide (0.89 g, 22.23 mmol) in methanol (100 ml) and water (9 ml) was stirred under a nitrogen atmosphere at reflux for 18 hours, cooled to ambient temperature and the methanol evaporated off. The residue was treated with aqueous citric acid (1M, 40 ml) and extracted with dichloromethane. The organic extracts were dried and evaporated to dryness to give 2-(4-fluorophenethyl)-5-[2-(1-methylimidazol-5-yl)-1-(thiazol-2-yl)ethoxy]benzoic acid as a white foam, (1.48 g, 75%).

後処理

  1. temperatureat reflux for 18 hours
  2. customthe methanol evaporated off
  3. additionThe residue was treated with aqueous citric acid (1M, 40 ml)
  4. extractionextracted with dichloromethane
  5. customThe organic extracts were dried
  6. customevaporated to dryness

出典と根拠

ORDレコード
ord-5609fe0ab1d2481e995b15e6743b1462
出典データセット
uspto-grants-2002_01
特許番号
US06342765B1

反応ノート

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