Lithium hydroxide, monohydrate → HCID 68328073、化合物

HRID 2274901ノート

反応式

HRID 2274901 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:9][CH:10]=[C:11]([C:13]([CH3:20])([CH3:19])[C:14]([O:16]CC)=[O:15])[N:12]=2)=[CH:4][CH:3]=1.O.[OH-].[Li+]>C1COCC1.C(O)C.O>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[S:9][CH:10]=[C:11]([C:13]([CH3:20])([CH3:19])[C:14]([OH:16])=[O:15])[N:12]=2)=[CH:6][CH:7]=1

参加物

4

反応物 2

HCID 168937Lithium hydroxide, monohydrateHCID 68327815HCID 68327815、化合物

生成物 1

HCID 68328073HCID 68328073、化合物収率 98.2%

試薬・触媒・溶媒 1

HCID 18504229Ethanol tetrahydrofuran water溶媒

実験手順

To a stirred solution of ethyl 2-(2-(4-fluorophenyl)thiazol-4-yl)-2-methylpropanoate (4.56 g, 15.5 mmol) in 1:1:1 THF/ethanol/water (45 mL) was added lithium hydroxide monohydrate (2.93 g, 69.8 mmol). The reaction was stirred overnight, concentrated and redissolved in water (175 mL). The solution was washed with ether (1×100 mL), acidified by the addition of 1.0 N HCl (80 mL) and extracted with ethyl acetate (2×70 mL). The combined extracts were dried (Na2SO4) and concentrated to afford 2-(2(4-fluorophenyl)thiazol-4-yl)-2-methylpropanoic acid as a white solid (4.04 g, 98%). This material was used in the next step without purification.

後処理

  1. concentrationconcentrated
  2. dissolutionredissolved in water (175 mL)
  3. washThe solution was washed with ether (1×100 mL)
  4. additionacidified by the addition of 1.0 N HCl (80 mL)
  5. extractionextracted with ethyl acetate (2×70 mL)
  6. dry with materialThe combined extracts were dried (Na2SO4)
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-e8b6cec4c5cc4d7eab74caa56859b65f
出典データセット
uspto-grants-2015_09
特許番号
US09126993B2

反応ノート

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