Phosphorus oxychloride → 2-Hydroxy-3,5-diisopropyl benzonitrile

HRID 1272265ノート

反応式

HRID 1272265 の反応式
P(Cl)(Cl)(Cl)=O.[CH:6]([C:9]1[CH:17]=[C:16]([CH:18]([CH3:20])[CH3:19])[CH:15]=[C:11]([C:12]([NH2:14])=O)[C:10]=1[OH:21])([CH3:8])[CH3:7]>N1C=CC=CC=1>[OH:21][C:10]1[C:9]([CH:6]([CH3:7])[CH3:8])=[CH:17][C:16]([CH:18]([CH3:20])[CH3:19])=[CH:15][C:11]=1[C:12]#[N:14]

参加物

4

反応物 2

HCID 24813Phosphorus oxychlorideHCID 184569023,5-Diisopropyl salicylamide

生成物 1

HCID 184569012-Hydroxy-3,5-diisopropyl benzonitrile収率 60%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒2 回

実験手順

To a solution of phosphorous oxychloride (1.35 g, 8.8 mmole) and dry pyridine (12 mL) cooled to 0° C., a solution of 3,5-diisopropyl salicylamide (1.10 g, 5 mmole) and dry pyridine (5 mL) was slowly added drop by drop. The reaction mixture was stirred at room temperature, whereat the colour changed from colourless over violet to red. After extraction with ethyl acetate and washing with a saturated sodium chloride solution and 2N hydrochloric acid, the organic layer was dried and evaporated under reduced pressure. The obtained solid residue was recrystallized from acetonitrile, whereat there were obtained 610 mg (60%) of 2-hydroxy-3,5-diisopropyl benzonitrile.

後処理

  1. extractionAfter extraction with ethyl acetate
  2. washwashing with a saturated sodium chloride solution and 2N hydrochloric acid
  3. customthe organic layer was dried
  4. customevaporated under reduced pressure
  5. customThe obtained solid residue was recrystallized from acetonitrile, whereat there

出典と根拠

ORDレコード
ord-42dfc3c4923e4cdcac231d2c808bdb1e
出典データセット
uspto-grants-2007_04
特許番号
US07208518B2

反応ノート

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