Aluminium lithium hydride → 2-[6-(Methylamino)-2-pyridyl]ethan-1-ol

HRID 985483ノート

反応式

HRID 985483 の反応式
[CH3:1][NH:2][C:3]1[N:8]=[C:7]([CH2:9][C:10](OCC)=[O:11])[CH:6]=[CH:5][CH:4]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>C1COCC1>[CH3:1][NH:2][C:3]1[N:8]=[C:7]([CH2:9][CH2:10][OH:11])[CH:6]=[CH:5][CH:4]=1

参加物

4

反応物 2

HCID 21226445Aluminium lithium hydrideHCID 22507068Ethyl 2-(6-(methylamino)pyridin-2-yl)acetate

生成物 1

HCID 105348582-[6-(Methylamino)-2-pyridyl]ethan-1-ol収率 79%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of ethyl 2-[6-(methylamino)-2-pyridyl]acetate (2.2 g, 12.5 mmol) in THF (30 ml) was added dropwise to a suspension of lithium aluminum hydride (1.24 g, 31.2 mmol) in TEF (25 ml) under argon at 0° C. The reaction was stirred for 30 minutes and quenched carefully with water (4 ml) and 1 N NaOH (4 ml). The mixture was filtered through a pad of Celite and washed several times with ethyl acetate. The filtrate was dried with sodium sulfate, filtered, and evaporated under vacuum. The crude product was chromatographed over silica gel to yield 1.50 g (79%) of 2-[6-(Methylamino)-2-pyridyl]ethan-1-ol.

後処理

  1. customquenched carefully with water (4 ml) and 1 N NaOH (4 ml)
  2. filtrationThe mixture was filtered through a pad of Celite
  3. washwashed several times with ethyl acetate
  4. dry with materialThe filtrate was dried with sodium sulfate
  5. filtrationfiltered
  6. customevaporated under vacuum
  7. customThe crude product was chromatographed over silica gel

出典と根拠

ORDレコード
ord-2cb37485fee340708b049a3e0fb6e981
出典データセット
uspto-grants-2005_03
特許番号
US06872730B2

反応ノート

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