Chloroform → 3-cyclopropyl-2-(4-methoxy-phenyl)-3H-imidazole-4-carbaldehyde

HRID 732103

反応式

HRID 732103 の反応式
[CH:1]1([NH:4][C:5](=[NH:14])[C:6]2[CH:11]=[CH:10][C:9]([O:12][CH3:13])=[CH:8][CH:7]=2)[CH2:3][CH2:2]1.Br[C:16](=[CH:19]OC(C)C)[CH:17]=[O:18].C([O-])([O-])=O.[K+].[K+].C(Cl)(Cl)Cl>O>[CH:1]1([N:4]2[C:16]([CH:17]=[O:18])=[CH:19][N:14]=[C:5]2[C:6]2[CH:11]=[CH:10][C:9]([O:12][CH3:13])=[CH:8][CH:7]=2)[CH2:2][CH2:3]1

参加物

6

反応物 4

HCID 6212ChloroformHCID 11430Potassium CarbonateHCID 534166342-Bromo-3-isopropoxy-propenalHCID 178491237HCID 178491237、化合物

生成物 1

HCID 578380093-cyclopropyl-2-(4-methoxy-phenyl)-3H-imidazole-4-carbaldehyde収率 85%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

N-cyclopropyl-4-methoxy-benzamidine (0.90 g, 4.75 mmol), 2-bromo-3-isopropoxy-propenal (1.37 g, 7.12 mmol) and K2CO3 (0.98 g, 7.12 mmol) were mixed with chloroform (10 ml) and water (1.2 ml), followed by stirring at r.t. for 24 h. After drying of the reaction mixture (Na2SO4), filtration and concentration of the filterate in-vacuo, the crude residue was purified via flash chromatography (40% EA in hex.) to isolate the title compound (973 mg, 85%). 1H-NMR: 9.83 (s, 1H), 7.82 (m, 3H), 7.02 (d, 2H), 3.89 (s, 3H), 3.58 (m, 1H), 1.13 (m, 2H), 0.64 (m, 2H).

後処理

  1. dry with materialAfter drying of the reaction mixture (Na2SO4), filtration and concentration of the filterate in-vacuo
  2. customthe crude residue was purified via flash chromatography (40% EA in hex.)

出典と根拠

ORDレコード
ord-59d3df64d5184e9fb6ce967002974f67
出典データセット
uspto-grants-2009_09
特許番号
US07585881B2

関連ノート

読み込み中…