Benzaldehyde → HCID 178482115、化合物

HRID 1023872ノート

反応式

HRID 1023872 の反応式
[NH:1]1[C:5]([C:6]2[CH:12]=[CH:11][CH:10]=[CH:9][C:7]=2[NH2:8])=[CH:4][N:3]=[CH:2]1.[CH:13](=O)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>C(O)(=O)C.C(OCC)(=O)C>[CH:13](=[N:8]/[C:7]1[CH:9]=[CH:10][CH:11]=[CH:12][C:6]=1[C:5]1[NH:1][CH:2]=[N:3][CH:4]=1)\[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

参加物

5

反応物 2

HCID 240BenzaldehydeHCID 14698017HCID 14698017、化合物

生成物 1

HCID 178482115HCID 178482115、化合物収率 9%

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 8857Ethyl Acetate溶媒

実験手順

2-(1H-imidazol-5-yl)aniline 965 mg, 0.410 mmol) was dissolved in acetic acid (2 mL) and benzaldehyde (43 mg, 0.410 mmol) was added. The reaction was stirred for 1 h at room temperature, diluted with 30 mL ethyl acetate, and extracted with 5% HCl (56 mL from 50 mL water+6 mL 12N HCl). The aqueous layer was basified with K2CO3 (add solid portionwise until PH=7), then extracted with ethyl acetate (30 mL×2). The organic layer was evaporated under reduced pressure and the residue was separated by column chromatography to afford the desired product (9 mg, 0.036 mmol, 9%). 1H NMR (MeOH-d4): 7.11-7.25 (m, 3H), 7.41-7.48 (m, 2H), 7.61-7.67 (m, 2H), 7.78 (s, 1H), 8.32 (s, 1H), 8.39 (s, 1H), 8.83 (s, 1H).

後処理

  1. extractionextracted with 5% HCl (56 mL from 50 mL water+6 mL 12N HCl)
  2. additionadd solid portionwise until PH=7),
  3. extractionthen extracted with ethyl acetate (30 mL×2)
  4. customThe organic layer was evaporated under reduced pressure
  5. customthe residue was separated by column chromatography

出典と根拠

ORDレコード
ord-6b89d5f2184a4050bdd56577bb498eb0
出典データセット
uspto-grants-2014_05
特許番号
US08722720B2

反応ノート

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