Potassium Iodide → 1-(2,2-dimethoxyethyl)-1H-imidazole-2-carbaldehyde

HRID 56313

反応式

HRID 56313 の反応式
[NH:1]1[CH:5]=[CH:4][N:3]=[C:2]1[CH:6]=[O:7].Br[CH2:9][CH:10]([O:13][CH3:14])[O:11][CH3:12].C(=O)([O-])[O-].[K+].[K+].[I-].[K+]>CN(C=O)C>[CH3:12][O:11][CH:10]([O:13][CH3:14])[CH2:9][N:1]1[CH:5]=[CH:4][N:3]=[C:2]1[CH:6]=[O:7]

参加物

6

反応物 4

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 249551H-imidazole-2-carbaldehydeHCID 816722-Bromo-1,1-dimethoxyethane

生成物 1

HCID 282844581-(2,2-dimethoxyethyl)-1H-imidazole-2-carbaldehyde収率 32%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
110 °C

実験手順

To a solution of the imidazole-2-carboxaldehyde (0.41 g, 4.27 mmol) in DMF (1 mL) was added 1.1 eq. of 2-bromo-1,1-dimethoxyethane (0.79 g, 4.69 mmol), potassium carbonate and a catalytic amount of potassium iodide. The reactions were heated at 110° C. for 18 hrs followed by evaporation to dryness and purified utilizing a Biotage SP4 with a gradient method of 5-50% methanol in DCM to yield the desired compound (248 mg, 1.35 mmol, 32% yield). 1H NMR (400 MHz, DMSO-d6) δ 9.9 (s, H), 7.85 (s, H), 7.55 (s, H), 5.82 (m, H), 4.75 (d, 2H), 3.45 (s, 6H).

後処理

  1. customfollowed by evaporation to dryness
  2. custompurified

出典と根拠

ORDレコード
ord-51437833e8544546b140e98642bce904
出典データセット
uspto-grants-2016_09
特許番号
US09433594B2

関連ノート

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