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

HRID 2300150ノート

反応式

HRID 2300150 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 13387N-methyl-2-pyrrolidone溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-507c9c131104498293fb0e20a46b9eab
出典データセット
uspto-grants-2002_12
特許番号
US06498159B1

反応ノート

読み込み中…