Bromoform → HCID 53803475、化合物

HRID 1196173

反応式

HRID 1196173 の反応式
[CH3:1][C:2]([CH3:11])=[CH:3][CH2:4][CH2:5][C:6]([OH:10])([C:8]#[CH:9])[CH3:7].[CH:12]([Br:15])(Br)[Br:13].[OH-].[Na+]>[Cl-].C([N+](CC)(CC)CC1C=CC=CC=1)C>[Br:13][C:12]1([Br:15])[C:2]([CH3:1])([CH3:11])[CH:3]1[CH2:4][CH2:5][C:6]([CH3:7])([OH:10])[C:8]#[CH:9]

参加物

5

反応物 3

HCID 5558Bromoform2 回HCID 14798Sodium HydroxideHCID 62842Dehydrolinalool

生成物 1

HCID 53803475HCID 53803475、化合物収率 84.5%

試薬・触媒・溶媒 1

HCID 66133Benzyl triethylammonium chloride触媒2 回

実験手順

Dehydrolinalool (60.8 g, 0.4 mol), bromoform (151.6 g, 0.6 mol) and 0.8 g of triethylbenzylammonium chloride are placed in a reaction flask and 64 g of a 50% sodium hydroxide solution are added during 30 minutes. The reaction is exothermic and the mixture is therefore cooled with ice. After stirring the mixture at room temperature for 21.5 hours the same amounts of bromoform and triethylbenzylammonium chloride are again added. The reaction becomes exothermic and is cooled with ice. The mixture is left to react at 0° for a further 4 hours, poured onto ice and extracted with methylene chloride. The organic phases are washed neutral, dried and evaporated. In this manner there are obtained 109.5 g (84%) of 5-(2'2'-dibromo-3'3'-dimethylcyclopropyl)-3-methyl-1-pentyn-3-ol.

後処理

  1. temperaturethe mixture is therefore cooled with ice
  2. additionare again added
  3. temperatureis cooled with ice
  4. waitThe mixture is left
  5. customto react at 0° for a further 4 hours
  6. additionpoured onto ice
  7. extractionextracted with methylene chloride
  8. washThe organic phases are washed neutral
  9. customdried
  10. customevaporated

出典と根拠

ORDレコード
ord-d0890348fa134590832f593206ada504
出典データセット
uspto-grants-1992_05
特許番号
US05113021

関連ノート

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