Sodium Hydroxide → 2,4-Diphenyl-5-oxazolecarboxylic acid

HRID 396401ノート

反応式

HRID 396401 の反応式
C([O:3][C:4]([C:6]1[O:10][C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[N:8][C:7]=1[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[O:5])C.[OH-].[Na+]>O1CCOCC1>[C:11]1([C:9]2[O:10][C:6]([C:4]([OH:5])=[O:3])=[C:7]([C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=3)[N:8]=2)[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 9900703HCID 9900703、化合物

生成物 1

HCID 98784592,4-Diphenyl-5-oxazolecarboxylic acid収率 94.5%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

A solution of the above-prepared 2,4-diphenyl-oxazole-5-carboxylic acid ethyl ester (500 mg, 1.70 mmole, 1.0 eq) in dioxane (6 ml) was treated with 2N NaOH(1.7 ml, 3.4 mmole, 2.0 eq) and the mixture stirred at room temperature overnight under nitrogen. The mixture was then partitioned between ethyl acetate and 2.0N HCl. The organic phase washed with 0.5N HCl and brine, dried over anhydrous sodium sulfate and concentrated in vacuo to give 426 mg of the title compound as a crude yellow solid. The product was used directly in the next step, without purification.

後処理

  1. customThe mixture was then partitioned between ethyl acetate and 2.0N HCl
  2. washThe organic phase washed with 0.5N HCl and brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-cf67c2c79f9248d6b6b07873f8cbda0c
出典データセット
uspto-grants-2003_08
特許番号
US06608087B1

反応ノート

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