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

HRID 585114노트

반응식

HRID 585114 반응식
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

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 9900703HCID 9900703, 화합물

생성물 1

HCID 98784592,4-Diphenyl-5-oxazolecarboxylic acid수율 94.5%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-34bdd2179d134574802be73d328d468a
출처 데이터셋
uspto-grants-2005_08
특허 번호
US06930116B2

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