Toluene → 4-Hexenenitrile, 2-ethenyl-2,5-dimethyl-

HRID 1732143ノート

反応式

HRID 1732143 の反応式
[OH-].[Na+].[CH3:3][C:4](=[CH:7][CH3:8])[C:5]#[N:6].C(Cl)C=[C:11]([CH3:13])[CH3:12].[Cl-].[Na+].[C:17]1(C)C=CC=C[CH:18]=1>[Br-].C([N+](CCCC)(CCCC)CCCC)CCC>[CH3:3][C:4]([CH:17]=[CH2:18])([CH2:7][CH:8]=[C:11]([CH3:13])[CH3:12])[C:5]#[N:6]

参加物

7

反応物 5

HCID 1140TolueneHCID 5234Sodium ChlorideHCID 104291-Chloro-3-methyl-2-buteneHCID 14798Sodium Hydroxide2 回HCID 299352-Methyl-2-butenenitrile

生成物 1

HCID 30248584-Hexenenitrile, 2-ethenyl-2,5-dimethyl-

試薬・触媒・溶媒 1

HCID 74236Tetrabutylammonium Bromide触媒

反応条件

温度
70 °C

実験手順

Into a 1 liter 4-neck flask equipped with a stirrer, reflux cooler, and dropping funnel, 48 g (1.2 moles) of solid sodium hydroxide, 200 ml of toluene and 10 g of tetrabutyl ammonium bromide were first introduced, and heated to 70° C. Within 2 hours, a mixture of 81 g (1 mole) of 2-methyl-2-butenenitrile, and 125.4 g (1.2 moles) of prenyl chloride were added dropwise while stirring. Thereupon, the reaction mixture was further stirred for 3 hours at 75° C. For processing the reaction mixture, excess sodium hydroxide and sodium chloride formed in the reaction were first washed out with water. Then the phases were separated, and the organic phase washed with water to neutrality. After withdrawing the solvent, distillation took place in vacuo in a 30 cm. Vigreux column. The yield in desired product amounted to 62 g, ; corresponding to 41% of the theoretical.

後処理

  1. customInto a 1 liter 4-neck flask equipped with a stirrer
  2. temperaturereflux cooler
  3. additionwere added dropwise
  4. stirringThereupon, the reaction mixture was further stirred for 3 hours at 75° C
  5. customformed in the reaction
  6. washwere first washed out with water
  7. customThen the phases were separated
  8. washthe organic phase washed with water to neutrality
  9. customAfter withdrawing
  10. distillationthe solvent, distillation

出典と根拠

ORDレコード
ord-f730d43b1fce450c8c1488c1dc25ce6b
出典データセット
uspto-grants-1986_11
特許番号
US04625046

反応ノート

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