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Acetone → HCID 59539022、化合物

HRID 2039774
ノート
印刷プレビュー

反応式

HRID 2039774 の反応式
CC(C)=[O:3].OS(O)(=O)=O.O=[Cr](=O)=O.[CH2:14]([O:16][C:17]([C:19]1[CH:29]=[C:22]2[C:23]([CH2:27][OH:28])=[CH:24][CH:25]=[CH:26][N:21]2[N:20]=1)=[O:18])[CH3:15].CC(C)=O>C(O)(C)C>[CH3:15][CH2:14][O:16][C:17]([C:19]1[CH:29]=[C:22]2[C:23]([C:27]([OH:3])=[O:28])=[CH:24][CH:25]=[CH:26][N:21]2[N:20]=1)=[O:18]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 180AcetoneHCID 595389604-Hydroxymethylpyrazolo[1,5-a]pyridine-2-carboxylic acid ethyl esterHCID 131709961Jones' reagent

生成物 1

HCID 59539022HCID 59539022、化合物

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

実験手順

A 2.65 M solution of the Jones reagent (28 mL) is added dropwise over 40 min to a solution of 4-hydroxymethylpyrazolo[1,5-a]pyridine-2-carboxylic acid ethyl ester (5.30 g, 24.1 mmol) and acetone (240 mL) under air cooled by a water bath. After 20 min, isopropanol (3 mL) is added dropwise. After stirring for 30 min, the blue-green mixture is filtered (acetone rinse). The organics are concentrated under reduced pressure. The residue is dissolved in water. Et2O is added and the mixture is stirred for 15 min. The resulting solid is collected by filtration. The filtrate is dried to afford the title compound as a tan solid. LC-MS m/z (M+Na+): 257.02§.

後処理

  1. temperaturecooled by a water bath
  2. filtrationthe blue-green mixture is filtered
  3. wash(acetone rinse)
  4. concentrationThe organics are concentrated under reduced pressure
  5. dissolutionThe residue is dissolved in water
  6. additionEt2O is added
  7. stirringthe mixture is stirred for 15 min
  8. filtrationThe resulting solid is collected by filtration
  9. customThe filtrate is dried

出典と根拠

ORDレコード
ord-222cfdd8aa1c4e9ab565590267aa5232
出典データセット
uspto-grants-2013_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08580812B2

反応ノート

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