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

HRID 657318

反応式

HRID 657318 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

HCID 8208022-Bromo-4-methylbenzonitrile収率 98.2%

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-f637d1edd4b24da9b5818382c10f00b0
出典データセット
uspto-grants-2011_12
特許番号
US08071588B2

関連ノート

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