Aluminium lithium hydride → (1-Cyclopropyl-2,5-dimethyl-1H-imidazol-4-yl)-methanol

HRID 8894

反応式

HRID 8894 の反応式
C([O:3][C:4]([C:6]1[N:7]=[C:8]([CH3:15])[N:9]([CH:12]2[CH2:14][CH2:13]2)[C:10]=1[CH3:11])=O)C.[H-].[Al+3].[Li+].[H-].[H-].[H-]>C1COCC1>[CH:12]1([N:9]2[C:10]([CH3:11])=[C:6]([CH2:4][OH:3])[N:7]=[C:8]2[CH3:15])[CH2:14][CH2:13]1

参加物

4

反応物 2

HCID 21226445Aluminium lithium hydrideHCID 45097089Ethyl 1-cyclopropyl-2,5-dimethyl-1H-imidazole-4-carboxylate

生成物 1

HCID 21985389(1-Cyclopropyl-2,5-dimethyl-1H-imidazol-4-yl)-methanol収率 104.3%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

Cyclopropyl-2,5-dimethyl-1H-imidazole-4-carboxylic acid ethyl ester (0.7 g, 3 mmol) was dissolved in 20 mL dry THF and cooled to 0° C. Lithium aluminum hydride (3.4 mL, 1M in THF, 3 mmol) was added dropwise and stirred for 1 h at 0° C. The reaction mixture was quenched with 0.13 ml of water, 0.13 ml of 4N sodium hydroxide and 0.4 ml of water. Sodium sulfate was added, stirred for 10 min, filtered and evaporated to dryness to obtain the desired compound as a light yellow solid (0.52 g, 93%), MS: m/e=167.4 (M+H)+.

後処理

  1. customThe reaction mixture was quenched with 0.13 ml of water, 0.13 ml of 4N sodium hydroxide and 0.4 ml of water
  2. additionSodium sulfate was added
  3. stirringstirred for 10 min
  4. filtrationfiltered
  5. customevaporated to dryness

出典と根拠

ORDレコード
ord-aa284e86cc9240c4ba4ba2f67db199c4
出典データセット
uspto-grants-2006_08
特許番号
US07091222B2

関連ノート

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