Ammonia → (4-(2-(Pyridin-4-YL)vinyl)phenyl)methanol

HRID 636514ノート

反応式

HRID 636514 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].[N:7]1[CH:12]=[CH:11][C:10](/[CH:13]=[CH:14]/[C:15]2[CH:24]=[CH:23][C:18]([C:19](OC)=[O:20])=[CH:17][CH:16]=2)=[CH:9][CH:8]=1.N.CO>O1CCCC1>[N:7]1[CH:12]=[CH:11][C:10](/[CH:13]=[CH:14]/[C:15]2[CH:16]=[CH:17][C:18]([CH2:19][OH:20])=[CH:23][CH:24]=2)=[CH:9][CH:8]=1

参加物

6

反応物 4

HCID 222AmmoniaHCID 887MethanolHCID 12006312methyl 4-[(E)-2-(4-pyridyl)vinyl]benzoateHCID 21226445Aluminium lithium hydride

生成物 1

HCID 70240750(4-(2-(Pyridin-4-YL)vinyl)phenyl)methanol収率 73.8%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a suspension of lithium aluminum hydride (92.8 mg) in tetrahydrofuran (12 ml) was added methyl 4-[(E)-2-(4-pyridyl)vinyl]benzoate (1.17 g), and after stirring for 2 hours at ambient temperature, ammonia solution and methanol were added thereto. The mixture was stirred for 2 hours at ambient temperature. Insoluble material was filtered off, and the filtrate was washed with water and brine, dried over magnesium sulfate and concentrated in vacuo. The residue was crystallized with diisopropyl ether to give 4-[(E)-2-(4-pyridyl)vinyl]benzyl alcohol (762 mg).

後処理

  1. stirringThe mixture was stirred for 2 hours at ambient temperature
  2. filtrationInsoluble material was filtered off
  3. washthe filtrate was washed with water and brine
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated in vacuo
  6. customThe residue was crystallized with diisopropyl ether

出典と根拠

ORDレコード
ord-c1be4c4d70c04813941814b32c53aa89
出典データセット
uspto-grants-2001_02
特許番号
US06194396B1

反応ノート

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