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

HRID 8894

반응식

HRID 8894 반응식
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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
0 °C

실험 절차

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)+.

후처리

  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

출처 및 근거

ORD 기록
ord-aa284e86cc9240c4ba4ba2f67db199c4
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07091222B2

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