Lithium Hydroxide → 1-tert-butyl-5-cyclopropyl-1H-pyrazole-4-carboxylic acid

HRID 12917노트

반응식

HRID 12917 반응식
C[O:2][C:3]([C:5]1[CH:6]=[N:7][N:8]([C:13]([CH3:16])([CH3:15])[CH3:14])[C:9]=1[CH:10]1[CH2:12][CH2:11]1)=[O:4].[Li+].[OH-]>CO.O>[C:13]([N:8]1[C:9]([CH:10]2[CH2:12][CH2:11]2)=[C:5]([C:3]([OH:4])=[O:2])[CH:6]=[N:7]1)([CH3:16])([CH3:14])[CH3:15]

참가 물질

5

반응물 2

HCID 3939Lithium HydroxideHCID 670210471-tert-butyl-5-cyclopropyl-1H-pyrazole-4-carboxylic acid methyl ester

생성물 1

HCID 593249561-tert-butyl-5-cyclopropyl-1H-pyrazole-4-carboxylic acid수율 92%

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

To a solution of 1-tert-butyl-5-cyclopropyl-1H-pyrazole-4-carboxylic acid methyl ester (921 mg, 4.14 mmol) in methanol (15 mL) and water (15 mL) was added LiOH (119 mg, 4.97 mmol). The reaction mixture was stirred at reflux overnight, and then the solution was concentrated under reduced pressure to remove the methanol. The residue was diluted with water and the solution was acidified to pH 2 with concentrated HCl. The resulting mixture was then extracted with ethyl acetate three times. The combined organic extracts were concentrated in vacuo to give 1-tert-butyl-5-cyclopropyl-1H-pyrazole-4-carboxylic acid (789 mg, 92%), which was used without further purification.

후처리

  1. temperatureat reflux overnight
  2. concentrationthe solution was concentrated under reduced pressure
  3. customto remove the methanol
  4. additionThe residue was diluted with water
  5. extractionThe resulting mixture was then extracted with ethyl acetate three times
  6. concentrationThe combined organic extracts were concentrated in vacuo

출처 및 근거

ORD 기록
ord-57e96a3c2d834739b4a1e7c27cd11b46
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07728029B2

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