Pyrazole → dimethyl 4-(1H-1-pyrazolyl)phthalate

HRID 47314노트

반응식

HRID 47314 반응식
[H-].[Na+].[NH:3]1[CH:7]=[CH:6][CH:5]=[N:4]1.F[C:9]1[CH:10]=[C:11]([C:19]([O:21][CH3:22])=[O:20])[C:12](=[CH:17][CH:18]=1)[C:13]([O:15][CH3:16])=[O:14]>CN1CCCC1=O>[N:3]1([C:18]2[CH:17]=[C:12]([C:13]([O:15][CH3:16])=[O:14])[C:11](=[CH:10][CH:9]=2)[C:19]([O:21][CH3:22])=[O:20])[CH:7]=[CH:6][CH:5]=[N:4]1

참가 물질

5

반응물 3

HCID 1048PyrazoleHCID 24758Sodium hydrideHCID 22744505Dimethyl 4-fluorobenzene-1,2-dicarboxylate

생성물 1

HCID 22744587dimethyl 4-(1H-1-pyrazolyl)phthalate수율 50.2%

시약·촉매·용매 1

HCID 13387N-methyl-2-pyrrolidone용매

실험 절차

26 g of oily sodium hydride was added over 40 min to 200 ml solution of 44 g pyrazole in 1-methyl-2-pyrrolidinone. 125 g of dimethyl 4-fluorophthalate was added thereto over 30 min and stirred at room temperature for 2 hr. The reaction solution was cooled to 0° C. and added to ice water. It was extracted with ethyl acetate, and washed with saturated sodium bicarbonate and brine. It was dried over anhydrous magnesium sulfate and filtered. The filtrate was evaporated, and diethyl ether was added to the resulting crystalline residue which was then collected by filtration to give 77 g of dimethyl 4-(1H-1-pyrazolyl)phthalate.

후처리

  1. temperatureThe reaction solution was cooled to 0° C.
  2. extractionIt was extracted with ethyl acetate
  3. washwashed with saturated sodium bicarbonate and brine
  4. dry with materialIt was dried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. customThe filtrate was evaporated
  7. additiondiethyl ether was added to the resulting crystalline residue which
  8. filtrationwas then collected by filtration

출처 및 근거

ORD 기록
ord-5ffa78c552fb4fe1ba846fff5196fa9b
출처 데이터셋
uspto-grants-2004_03
특허 번호
US06699870B2

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