Water → 3-Bromobenzamide

HRID 347667

反応式

HRID 347667 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[C:5]#[N:6].[OH2:10]>O1CCOCC1>[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[C:5]([NH2:6])=[O:10]

参加物

4

反応物 2

HCID 962Water2 回HCID 233813-Bromobenzonitrile

生成物 1

HCID 898073-Bromobenzamide収率 80%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

反応条件

温度
80 °C

実験手順

To a solution of 3-bromobenzonitrile (0.91 g, 5 mmol) in dioxane (19 mL), NaBO3.4H2O (2.12 g, 13.78 mmol) and H2O (19 mL) were added. The mixture was stirred at 80° C. 16 hours (h), cooled, added of H2O and extracted with CH2Cl2. The combined organic layers were dried over Na2SO4 and evaporated. Purification of the residue by column chromatography (hexane/EtOAc 2:8) and recrystallization gave the desired product as colorless tablets. Yield 80% (EtOH). Mp: 156–7° C. (lit. 156° C.) (Pearson, D. E. et al., J. Org. Chem., 28: 3147–3149, (1963)). MS (EI): m/z 199 (M+); 183 (100%).

後処理

  1. temperature16 hours (h), cooled
  2. extractionextracted with CH2Cl2
  3. dry with materialThe combined organic layers were dried over Na2SO4
  4. customevaporated
  5. customPurification of the residue
  6. customby column chromatography (hexane/EtOAc 2:8) and recrystallization

出典と根拠

ORDレコード
ord-e1cdeceb7dc34f52869aa74648684cc2
出典データセット
uspto-grants-2007_02
特許番号
US07176201B2

関連ノート

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