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Ammonium Chloride → 4-Ethinyl-1,5-dimethyl-3-(trifluoromethyl)-1h-pyrazole

HRID 971086
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HRID 971086 반응식
Cl[CH:2]=[CH:3][C:4]1[C:5]([C:11]([F:14])([F:13])[F:12])=[N:6][N:7]([CH3:10])[C:8]=1[CH3:9].CC(C)([O-])C.[K+].[Cl-].[NH4+]>C1COCC1>[C:3]([C:4]1[C:5]([C:11]([F:13])([F:14])[F:12])=[N:6][N:7]([CH3:10])[C:8]=1[CH3:9])#[CH:2]
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참가 물질

5

반응물 3

HCID 25517Ammonium ChlorideHCID 23665647Potassium tert-butoxideHCID 851512404-(2-chloroethenyl)-1,5-dimethyl-3-(trifluoromethyl)-1H-pyrazole

생성물 1

HCID 104424634-Ethinyl-1,5-dimethyl-3-(trifluoromethyl)-1h-pyrazole수율 79%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
0 °C

실험 절차

1.27 g (5.67 mmol) of 4-(2-chloroethenyl)-1,5-dimethyl-3-(trifluoromethyl)-1H-pyrazole from Example 1 are dissolved in 40 ml of dry THF and placed under a protective gas atmosphere. After cooling the reaction solution to 0° C., 1.91 (17.0 mmol) of potassium tert-butoxide are introduced and, after the addition is complete, the mixture is stirred at 20° C. for 3 hours. After the end of the reaction, a saturated ammonium chloride solution (25 ml) is added and the mixture is extracted twice with 30 ml each time of methylene chloride. The combined organic phases are dried over magnesium sulphate, the solvent is removed by distillation and 4-ethynyl-1,5-dimethyl-3-(trifluoromethyl)-1H-pyrazole is isolated as a microcrystalline solid in a yield of 79% of theory.

후처리

  1. additionafter the addition
  2. customAfter the end of the reaction
  3. extractionthe mixture is extracted twice with 30 ml each time of methylene chloride
  4. dry with materialThe combined organic phases are dried over magnesium sulphate
  5. customthe solvent is removed by distillation

출처 및 근거

ORD 기록
ord-39a38832c0b64342b84735591a9537eb
출처 데이터셋
uspto-grants-2007_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07312350B2

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