Sodium Carbonate → HCID 20077584、化合物

HRID 1587807ノート

反応式

HRID 1587807 の反応式
[CH2:1]([N:7]1[C:11]([C:12](OC)=[O:13])=[CH:10][N:9]=[CH:8]1)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].[H-].[Al+3].[Li+].[H-].[H-].[H-].C(=O)([O-])[O-].[Na+].[Na+]>C1COCC1>[CH2:1]([N:7]1[C:11]([CH2:12][OH:13])=[CH:10][N:9]=[CH:8]1)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]

参加物

5

反応物 3

HCID 10340Sodium CarbonateHCID 20077582Methyl 1-hexylimidazole-5-carboxylateHCID 21226445Aluminium lithium hydride

生成物 1

HCID 20077584HCID 20077584、化合物収率 96%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
0 °C

実験手順

A solution of the product of step (i) (420 mg, 2 mmol) in THF (15 ml) was added to a suspension of lithium aluminium hydride (380 mg, 10 mmol) in THF (15 ml) with stirring at 0° C. under argon. After 1 hour a saturated aqueous solution of sodium carbonate (1 ml) was added dropwise and the mixture was stirred for a further 15 minutes before being filtered through a pad of diatomaceous earth, washing well with ethyl acetate. The filtrate was evaporated to give 1-hexyl-5-hydroxymethylimidazole (349 mg, 96% yield) as a solid; NMR: 0.8-0.95(3H,m), 1.2-1.45(6H,m), 1.7-1.9(2H,m), 3.99(2H,t,J=7.5 Hz), 4.62(2H,s), 6.93(1H,s), 7.46(1H,s).

後処理

  1. stirringthe mixture was stirred for a further 15 minutes
  2. filtrationbefore being filtered through a pad of diatomaceous earth
  3. washwashing well with ethyl acetate
  4. customThe filtrate was evaporated

出典と根拠

ORDレコード
ord-f48cd594c43c43b08f1fb90369acac6f
出典データセット
uspto-grants-1993_06
特許番号
US05219874

反応ノート

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