Water → (Dimethyl-1,3-thiazol-5-yl)methanol

HRID 587066ノート

反応式

HRID 587066 の反応式
[CH3:1][C:2]1[S:3][C:4]([C:8](OCC)=[O:9])=[C:5]([CH3:7])[N:6]=1.[H-].[Li+].[Al+3].[H-].[H-].[H-].O.[OH-].[Na+]>C1COCC1>[CH3:1][C:2]1[S:3][C:4]([CH2:8][OH:9])=[C:5]([CH3:7])[N:6]=1

参加物

6

反応物 4

HCID 962Water2 回HCID 14798Sodium HydroxideHCID 603810Ethyl 2,4-dimethylthiazole-5-carboxylateHCID 21226445Aluminium lithium hydride

生成物 1

HCID 2776250(Dimethyl-1,3-thiazol-5-yl)methanol収率 51.7%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

A solution of ethyl 2,4-dimethyl-1,3-thiazole-5-carboxylate (5.0 g) in THF (50 ml) was added dropwise to a solution of aluminum lithium hydride (1.1 g) in THF (150 ml) under ice-cooling. After stirred at room temperature for 4 hours, water (1.1 ml), 15% sodium hydroxide solution (1.1 ml) and water (3.3 ml) were added thereto, and the mixture was stirred for 10 minutes. The mixture was filtered with Celite, and washed with methanol. The solvent was removed under reduced pressure, and the resulting residue was purified with silica gel column chromatography (hexane/ethyl acetate=1/2) to give (2,4-dimethyl-1,3-thiazol-5-yl)methanol (2.0 g).

後処理

  1. temperaturecooling
  2. stirringthe mixture was stirred for 10 minutes
  3. filtrationThe mixture was filtered with Celite
  4. washwashed with methanol
  5. customThe solvent was removed under reduced pressure
  6. customthe resulting residue was purified with silica gel column chromatography (hexane/ethyl acetate=1/2)

出典と根拠

ORDレコード
ord-be281974150d4bd69f65e71a28bc3d4f
出典データセット
uspto-grants-2005_08
特許番号
US06936602B1

反応ノート

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