Propylene Oxide → 2-Bromo-5-tert-butyl-1,3-dimethylbenzene

HRID 867981

反応式

HRID 867981 の反応式
[C:1]([C:5]1[CH:6]=[C:7]([CH3:12])[CH:8]=[C:9]([CH3:11])[CH:10]=1)([CH3:4])([CH3:3])[CH3:2].C1OC1C.[Br:17]Br.[OH-].[K+]>C(Cl)Cl.O>[Br:17][C:8]1[C:7]([CH3:12])=[CH:6][C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])=[CH:10][C:9]=1[CH3:11]

参加物

7

反応物 4

HCID 6378Propylene OxideHCID 73785-Tert-butyl-m-xyleneHCID 14797Potassium HydroxideHCID 24408Bromine

生成物 1

HCID 2203642-Bromo-5-tert-butyl-1,3-dimethylbenzene収率 89.3%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6344Dichloromethane溶媒

反応条件

温度
25 °C

実験手順

To a solution of 200 g (1.23 mole) 5-t-butyl-1,3-dimethylbenzene and 83 ml (1.23 mole) propylene oxide in 500 ml of methylene chloride at 15° C. or less, 63 ml (1.23 mole) bromine was added dropwise while maintaining the solution temperature at 15° C. or less. The reaction mixture was allowed to warm to 25° C. overnight. A 200 ml solution of 5% by weight of potassium hydroxide in water was added and the resulting two phase system was stirred for 1 hr at 25° C. The organic phase was washed with water and dried over anhydrous magnesium sulfate. After solvent evaporation an oil was left which when crystallized from methanol gave 265 g (87% yield) of the title compound after drying in vacuo. The oil could also be purified by distilling at 61°-70° C. under a reduced pressure of 0.25 mm of mercury.

後処理

  1. temperaturewhile maintaining the solution temperature at 15° C. or less
  2. washThe organic phase was washed with water
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customAfter solvent evaporation an oil
  5. waitwas left which when
  6. customcrystallized from methanol

出典と根拠

ORDレコード
ord-738fe73501f0484cb7b8643d628aeb3a
出典データセット
uspto-grants-1988_10
特許番号
US04777270

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