1-Bromo-3-chloropropane → 1-(3-Chloropropoxy)-4-methoxybenzene

HRID 1709815ノート

反応式

HRID 1709815 の反応式
[OH-:1].[Na+].[Cl:3][CH2:4][CH2:5][CH2:6]Br.[CH3:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13].C(Cl)Cl.[CH3:17][OH:18]>O.COC1C=CC(O)=CC=1.O1CCOCC1>[Cl:3][CH2:4][CH2:5][CH2:6][O:1][C:10]1[CH:9]=[CH:8][C:13]([O:18][CH3:17])=[CH:12][CH:11]=1

参加物

7

反応物 3

HCID 80061-Bromo-3-chloropropaneHCID 14798Sodium HydroxideHCID 21959077Hexane methylene chloride methanol

生成物 1

HCID 126856121-(3-Chloropropoxy)-4-methoxybenzene

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 90154-Methoxyphenol溶媒HCID 312751,4-Dioxane溶媒2 回

反応条件

温度
80 °C

実験手順

A solution of sodium hydroxide 20.0 (0.5 mole) in 300 ml of water and p-methoxyphenol, 62.1 g (0.5 mole) in 300 ml of dioxane was stirred for 1 hour at room temperature. 1-Chloro-3-bromopropane (472.35 g, 3.0 mole) in 100 ml of dioxane was added, and the reaction mixture was stirred overnight at 80° C. The lower layer was separated and the aqueous layer extracted with hexane. The lower layer and hexane layer were combined, dried, and solvent was removed in vacuo. The residue was dissolved in chloroform and extracted with 5% sodium hydroxide; removal of chloroform by evaporation gave a yellow oil. A 10-g sample of the oil was subjected to column chromatography on silica gel with an elution series composed of hexane-methylene chloride-methanol. This furnished 9.64 g (79.3% based on the aliquot taken) of pure clear oil.

後処理

  1. customThe lower layer was separated
  2. extractionthe aqueous layer extracted with hexane
  3. customdried
  4. customsolvent was removed in vacuo
  5. dissolutionThe residue was dissolved in chloroform
  6. extractionextracted with 5% sodium hydroxide
  7. customremoval of chloroform
  8. customby evaporation
  9. customgave a yellow oil

出典と根拠

ORDレコード
ord-22c3c6415d834809b9a744ff03535332
出典データセット
uspto-grants-1990_08
特許番号
US04950674

反応ノート

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