Phosphorus oxide (P4O10) → 2-Bromo-4-methylbenzonitrile

HRID 657318

반응식

HRID 657318 반응식
[Br:1][C:2]1[CH:10]=[C:9]([CH3:11])[CH:8]=[CH:7][C:3]=1[C:4]([NH2:6])=O.O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O>C(Cl)(Cl)Cl>[Br:1][C:2]1[CH:10]=[C:9]([CH3:11])[CH:8]=[CH:7][C:3]=1[C:4]#[N:6]

참가 물질

4

반응물 2

HCID 14812Phosphorus oxide (P4O10)HCID 2623402-Bromo-4-methylbenzamide

생성물 1

HCID 8208022-Bromo-4-methylbenzonitrile수율 98.2%

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

To a suspension of 2-bromo-4-methylbenzamide (14.8 g, 69.1 mmol) in CHCl3 was added phosphorous pentoxide (24.5 g, 172.8 mmol) and the mixture keep refluxing for 12 h. The reaction was allowed to cool to room temperature, and put into the ice water under the condition of stirring. The organic layer was separated and the aqueous layer was extracted with CHCl3 (150 mL×2). The combined organic phase was washed with brine, and dried over Na2SO4. Evaporation of the solvent afforded the title compound, 2-bromo-4-methylbenzonitrile (13.3 g, 98%). 1H NMR (400 MHz, CDCl3) δ 2.41 (s, 3H), 7.20 (d, J=8.0 Hz, 1H), 7.51-7.54 (m, 2H).

후처리

  1. temperaturethe mixture keep refluxing for 12 h
  2. customThe organic layer was separated
  3. extractionthe aqueous layer was extracted with CHCl3 (150 mL×2)
  4. washThe combined organic phase was washed with brine
  5. dry with materialdried over Na2SO4
  6. customEvaporation of the solvent

출처 및 근거

ORD 기록
ord-f637d1edd4b24da9b5818382c10f00b0
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08071588B2

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