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Lithium Hydroxide → 5-amino-1-(4-fluorophenyl)-1H-pyrazole-4-carboxylic acid

HRID 886697
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HRID 886697 반응식
[NH2:1][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][C:10]([F:13])=[CH:9][CH:8]=2)[N:5]=[CH:4][C:3]=1[C:14]([O:16]CC)=[O:15].[OH-].[Li+]>C(O)C.O>[NH2:1][C:2]1[N:6]([C:7]2[CH:8]=[CH:9][C:10]([F:13])=[CH:11][CH:12]=2)[N:5]=[CH:4][C:3]=1[C:14]([OH:16])=[O:15]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 3939Lithium HydroxideHCID 688689ethyl 5-amino-1-(4-fluorophenyl)-1H-pyrazole-4-carboxylate

생성물 1

HCID 52068325-amino-1-(4-fluorophenyl)-1H-pyrazole-4-carboxylic acid수율 95.7%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

실험 절차

To a suspension of ethyl 5-amino-1-(4-fluorophenyl)-1H-pyrazole-4-carboxylate (12.1 g, 48.5 mmol) in ethanol (250 ml) was added a solution of lithium hydroxide (5.8 g, 242 mmol) in water (100 ml). The mixture was stirred at reflux for 2.5 hours. It was allowed to cool and concentrated to 50% of its volume before 5M hydrochloric acid (47 ml) was added. After stirring for 15 minutes, the resulting white solid was filtered off and further 5M hydrochloric acid (3 ml) was added to the filtrate and the resulting solid was filtered and the combined solids were washed with water and diethyl ether and then dried under vacuum to give the title compound (10.27 g).

후처리

  1. temperatureat reflux for 2.5 hours
  2. temperatureto cool
  3. concentrationconcentrated to 50% of its volume before 5M hydrochloric acid (47 ml)
  4. additionwas added
  5. stirringAfter stirring for 15 minutes
  6. filtrationthe resulting white solid was filtered off
  7. additionfurther 5M hydrochloric acid (3 ml) was added to the filtrate
  8. filtrationthe resulting solid was filtered
  9. washthe combined solids were washed with water and diethyl ether
  10. customdried under vacuum

출처 및 근거

ORD 기록
ord-9bccad98c3b14e1aa97e40f6a9b1dabf
출처 데이터셋
uspto-grants-2012_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08247377B2

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