Phosphorus tribromide → 6-(1-Bromoethyl)-4,4-dimethylchroman

HRID 2232463ノート

反応式

HRID 2232463 の反応式
[CH3:1][C:2]1([CH3:15])[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([CH:12](O)[CH3:13])[CH:10]=2)[O:5][CH2:4][CH2:3]1.P(Br)(Br)[Br:17]>CCOCC.N1C=CC=CC=1.CCCCCC>[CH3:1][C:2]1([CH3:15])[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([CH:12]([Br:17])[CH3:13])[CH:10]=2)[O:5][CH2:4][CH2:3]1

参加物

6

反応物 2

HCID 24614Phosphorus tribromideHCID 140102484,4-Dimethyl-6-(1-hydroxyethyl)chroman

生成物 1

HCID 140102506-(1-Bromoethyl)-4,4-dimethylchroman収率 83.8%

試薬・触媒・溶媒 3

HCID 1049Pyridine触媒HCID 3283Diethyl Ether溶媒HCID 8058Hexane溶媒2 回

反応条件

温度
0 °C

実験手順

6.2 g of 4,4-dimethyl-6-(1-hydroxyethyl)chromane were dissolved in 3 ml of absolute ether and 20 ml of hexane and the solution was treated with 3 drops of pyridine. At a temperature of 0°-5° C. there was slowly added dropwise thereto a solution of 5.4 g of phosphorus tribromide in 20 ml of hexane. The mixture was stirred at 0° C. for a further 3 hours, poured onto ice and extracted with ether. The organic phase was washed with dilute sodium bicarbonate solution and water, dried over sodium sulphate and evaporated. There were obtained 4.5 g of 4,4-dimethyl-6-(1-bromoethyl)chromane in the form of a reddish oil which was converted into the phosphonium bromide without further purification.

後処理

  1. additionAt a temperature of 0°-5° C. there was slowly added dropwise
  2. additionpoured onto ice
  3. extractionextracted with ether
  4. washThe organic phase was washed with dilute sodium bicarbonate solution and water
  5. dry with materialdried over sodium sulphate
  6. customevaporated

出典と根拠

ORDレコード
ord-be421274157f4a1bb2064a1da54860da
出典データセット
uspto-grants-1988_11
特許番号
US04788213

反応ノート

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