Formaldehyde → [4-(3,5-Dichlorobenzyl)-3,5-diethyl-1h-pyrazol-1-yl]methanol

HRID 353074ノート

反応式

HRID 353074 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([CH:15]=[C:16]([Cl:18])[CH:17]=1)[CH2:5][C:6]1[C:7]([CH2:13][CH3:14])=[N:8][NH:9][C:10]=1[CH2:11][CH3:12].[CH2:19]=[O:20]>O.C(O)C>[Cl:1][C:2]1[CH:3]=[C:4]([CH:15]=[C:16]([Cl:18])[CH:17]=1)[CH2:5][C:6]1[C:10]([CH2:11][CH3:12])=[N:9][N:8]([CH2:19][OH:20])[C:7]=1[CH2:13][CH3:14]

参加物

5

反応物 2

HCID 712FormaldehydeHCID 98569994-(3,5-Dichlorobenzyl)-3,5-diethyl-1h-pyrazole

生成物 1

HCID 9857970[4-(3,5-Dichlorobenzyl)-3,5-diethyl-1h-pyrazol-1-yl]methanol収率 73.7%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒2 回

実験手順

A solution of the pyrazole of Example 11 (283 mg, 1.00 mmol) in water (1 ml) and ethanol (0.5 ml) was treated with 37% w/w aqueous formaldehyde solution (112 μL, 1.50 mmol) and the resulting mixture was stirred at room temperature for 18 hours. The reaction was then stirred under reflux for 2 hours. The reaction mixture was diluted with water and extracted with dichloromethane. The organic extract was dried over anhydrous magnesium sulphate, filtered and concentrated under reduced pressure. The crude material was purified by flash chromatography on silica gel eluting with pentane:ethyl acetate (2:1, by volume) to afford the title compound (231 mg) as a white solid, m.p. 117-118° C.

後処理

  1. stirringThe reaction was then stirred
  2. temperatureunder reflux for 2 hours
  3. extractionextracted with dichloromethane
  4. extractionThe organic extract
  5. dry with materialwas dried over anhydrous magnesium sulphate
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure
  8. customThe crude material was purified by flash chromatography on silica gel eluting with pentane:ethyl acetate (2:1, by volume)

出典と根拠

ORDレコード
ord-3461e9f8f59f4eccbff9f6b2051495eb
出典データセット
uspto-grants-2004_06
特許番号
US06750230B2

反応ノート

読み込み中…