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Methyl 3-methyl-5-(3-methylphenyl)-4-isoxazole carboxylate → 3-Methyl-5-(3-methylphenyl)-1,2-oxazole-4-carboxylic acid

HRID 1063351
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HRID 1063351 반응식
[CH3:1][C:2]1[C:6]([C:7]([O:9]C)=[O:8])=[C:5]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([CH3:17])[CH:12]=2)[O:4][N:3]=1>O1CCCC1>[CH3:1][C:2]1[C:6]([C:7]([OH:9])=[O:8])=[C:5]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([CH3:17])[CH:12]=2)[O:4][N:3]=1
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참가 물질

3

반응물 1

HCID 22279613Methyl 3-methyl-5-(3-methylphenyl)-4-isoxazole carboxylate

생성물 1

HCID 222795143-Methyl-5-(3-methylphenyl)-1,2-oxazole-4-carboxylic acid수율 98.3%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Methyl 3-methyl-5-(3-methylphenyl)-4-isoxazole carboxylate (183 mg) was dissolved in tetrahydrofuran/distilled water=4/1 (2 ml). Lithium hydroxide (66.5 mg) was added at room temperature, and the mixture was stirred at that temperature for 20 hours. After the completion of the reaction, 5%-aqueous hydrochloric acid was added to acidify the system, and the reaction product was extracted by liquid separation using chloroform and washed with saturated aqueous solution of sodium chloride. The product was dried over sodium sulfate to concentrate and the residue was dried using a vacuum pump. Thus, a useful intermidiate, i.e., 3-methyl-5-(3-methylphenyl)-4-isoxazole carboxylic acid (169 mg, yield 98%) was obtained.

후처리

  1. distillationdistilled water=4/1 (2 ml)
  2. additionLithium hydroxide (66.5 mg) was added at room temperature
  3. customAfter the completion of the reaction, 5%-aqueous hydrochloric acid
  4. additionwas added
  5. extractionthe reaction product was extracted by liquid separation
  6. washwashed with saturated aqueous solution of sodium chloride
  7. dry with materialThe product was dried over sodium sulfate
  8. concentrationto concentrate
  9. customthe residue was dried

출처 및 근거

ORD 기록
ord-cace0fdcf82842749459864c3f4ef8d8
출처 데이터셋
uspto-grants-2005_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06964975B2

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