Tetrahydrofuran → HCID 178503597、化合物

HRID 628542ノート

反応式

HRID 628542 の反応式
Cl[C:2]1[N:6](C)[N:5]=[C:4]([C:8]2[CH:13]=[CH:12][C:11]([O:14][CH:15]([CH3:17])[CH3:16])=[C:10]([CH3:18])[CH:9]=2)[C:3]=1[CH:19]=[O:20].O1CCCC1.[CH3:26][S-:27].[Na+]>O>[CH:19]([C:3]1[C:4]([C:8]2[CH:13]=[CH:12][C:11]([O:14][CH:15]([CH3:17])[CH3:16])=[C:10]([CH3:18])[CH:9]=2)=[N:5][NH:6][C:2]=1[S:27][CH3:26])=[O:20]

参加物

5

反応物 3

HCID 8028TetrahydrofuranHCID 4378561Sodium methanethiolateHCID 118001333HCID 118001333、化合物

生成物 1

HCID 178503597HCID 178503597、化合物収率 104.9%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

At room temperature, to a mixture of 5-chloro-4-formyl-3-(4-isopropoxy-3-methyl-phenyl)-1-methyl-1H-pyrazole (described in Reference Preparation example 96) 10 g and tetrahydrofuran 100 ml was added sodium thiomethoxide 2.9 g and the resulting mixture was stirred for eight hours. To the reaction mixture was added water 50 mL and the resulting mixture was extracted with ethyl acetate. The organic layer was washed with water and was dried over anhydrous magnesium sulfate, and was then concentrated under reduced pressure. The resulting residue was subjected to a silica gel column chromatography to give 4-formyl-3-(4-isopropoxy-3-methyl-phenyl)-5-methylthio-1H-pyrazole 10.4 g.

後処理

  1. extractionthe resulting mixture was extracted with ethyl acetate
  2. washThe organic layer was washed with water
  3. dry with materialwas dried over anhydrous magnesium sulfate
  4. concentrationwas then concentrated under reduced pressure

出典と根拠

ORDレコード
ord-624def0aa5e24af98dda894305079b14
出典データセット
uspto-grants-2016_04
特許番号
US09314023B2

反応ノート

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