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Nitric Acid → (1-(propan-2-yl)-1H-imidazol-5-yl)methanol

HRID 856774
ノート
印刷プレビュー

反応式

HRID 856774 の反応式
[N+]([O-])(O)=O.N([O-])=O.[Na+].[OH:9][CH2:10][C:11]1[N:15]([CH:16]([CH3:18])[CH3:17])[C:14](S)=[N:13][CH:12]=1.C(=O)([O-])[O-].[K+].[K+]>O>[OH:9][CH2:10][C:11]1[N:15]([CH:16]([CH3:18])[CH3:17])[CH:14]=[N:13][CH:12]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 944Nitric AcidHCID 11430Potassium CarbonateHCID 23668193Sodium NitriteHCID 178456416HCID 178456416、化合物

生成物 1

HCID 20568531(1-(propan-2-yl)-1H-imidazol-5-yl)methanol収率 38.4%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To 5.0M nitric acid (81 ml) was added sodium nitrite (248 mg), and 5-hydroxymethyl-1-isopropyl-2-mercaptoimidazole (15.5 g) was added by portions at 0° C. The mixture was allowed to be at room temperature and the mixture was stirred for 2 hours, and water (100 ml) was added to the mixture. The mixture was neutralized with potassium carbonate at 0° C., and the solvent was distilled off under reduced pressure. Ethanol was added to the mixture, and the insolubles were filtered off, and the solvent was distilled off under reduced pressure. To the obtained residue was added methanol-ethyl acetate, and basic silica gel was added to the mixture. This mixture was purified by basic silica gel column chromatography (methanol-ethyl acetate=1:8) to obtain solid, which was recrystallized from diisopropyl ether-ethyl acetate, to give 5-hydroxymethyl-1-isopropylimidazole (4.84 g) as brown crystals.

後処理

  1. additionwas added by portions at 0° C
  2. customto be at room temperature
  3. distillationthe solvent was distilled off under reduced pressure
  4. additionEthanol was added to the mixture
  5. filtrationthe insolubles were filtered off
  6. distillationthe solvent was distilled off under reduced pressure
  7. additionTo the obtained residue was added methanol-ethyl acetate, and basic silica gel
  8. additionwas added to the mixture
  9. customThis mixture was purified by basic silica gel column chromatography (methanol-ethyl acetate=1:8)
  10. customto obtain solid, which
  11. customwas recrystallized from diisopropyl ether-ethyl acetate

出典と根拠

ORDレコード
ord-f6153d017802488b96f15165070c7c34
出典データセット
uspto-grants-2007_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07262185B2

反応ノート

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