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Acetic Acid → 1-(3-cyano-4-((S)-2-methylbutoxy) phenyl)pyrazole-4-carboxylic acid

HRID 850077
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인쇄 미리보기

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HRID 850077 반응식
[C:1]([C:3]1[CH:4]=[C:5]([N:15]2[CH:19]=[C:18]([C:20]([O:22]CC)=[O:21])[CH:17]=[N:16]2)[CH:6]=[CH:7][C:8]=1[O:9][CH2:10][C@@H:11]([CH3:14])[CH2:12][CH3:13])#[N:2].[OH-].[Na+].O.C(O)(=O)C>C(O)C>[C:1]([C:3]1[CH:4]=[C:5]([N:15]2[CH:19]=[C:18]([C:20]([OH:22])=[O:21])[CH:17]=[N:16]2)[CH:6]=[CH:7][C:8]=1[O:9][CH2:10][C@@H:11]([CH3:14])[CH2:12][CH3:13])#[N:2]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 15407394HCID 15407394, 화합물

생성물 1

HCID 99482281-(3-cyano-4-((S)-2-methylbutoxy) phenyl)pyrazole-4-carboxylic acid수율 51.5%

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
80 °C

실험 절차

To a solution (10 ml) of ethyl 1-(3-cyano-4-((S)-2-methylbutoxy)phenyl)-pyrazole-4-carboxylate (1.7 g) in ethanol was added 1 N aqueous sodium hydroxide solution (6.3 ml) with stirring, and the mixture was heated at 80° C. for 30 minutes. After the completion of the reaction, the reaction mixture was pouted into water and neutralized with acetic acid. The precipitated crystals were recrystallized from a mixed solvent of ethyl alcohol and water to give 0.8 g of 1-(3-cyano-4-((S)-2-methylbutoxy) phenyl)pyrazole-4-carboxylic acid, melting point 184-186° C. [α] D25 +10.49° (c=0.5,MeOH)

후처리

  1. customAfter the completion of the reaction
  2. customThe precipitated crystals were recrystallized from a mixed solvent of ethyl alcohol and water

출처 및 근거

ORD 기록
ord-539cecdfbc69465180d70c1ad17b2452
출처 데이터셋
uspto-grants-2000_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06015829

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