Water → 3-Bromobenzamide

HRID 347667

반응식

HRID 347667 반응식
[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]

참가 물질

4

반응물 2

HCID 962Water2회HCID 233813-Bromobenzonitrile

생성물 1

HCID 898073-Bromobenzamide수율 80%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

반응 조건

온도
80 °C

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-e1cdeceb7dc34f52869aa74648684cc2
출처 데이터셋
uspto-grants-2007_02
특허 번호
US07176201B2

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