تفاعل #320082

ord-002a73c05dcb4467af5ba441018d7825

معادلة التفاعل

Oc1ccc(Br)cc1
4-bromophenol
[Na+].[OH-]
NaOH
CCCCC(CC)CBr
3-bromomethylheptane
CCCCC(CC)COc1ccc(Br)cc1
4-(2-ethylhexyloxy)bromobenzene
المردود 84.0%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

درجة الحرارة
60°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىequipped with stirrer, condenser
  2. 2
    workup.ADDITIONare added dropwise over a period of 45 minutes
  3. 3
    أخرىSolvent and excess bromide are removed in vacuo
  4. 4
    استخلاصThe resulting solution is extracted three times with water
  5. 5
    تجفيفThe organic phase is dried over sodium sulfate
  6. 6
    أخرىevaporated to dryness

الإجراء التجريبي

A 1 l sulfonating flask equipped with stirrer, condenser, dropping funnel and internal thermometer is charged with 86.5 g (0.5 mol) of 4-bromophenol in 500 ml of methylcellosolve. After the mixture is heated to 60° C., 70.0 g of 30% NaOH (0.53 mol) are slowly run in. Stirring is continued for 15 minutes before 116.8 g (0.575 mol) of 3-bromomethylheptane are added dropwise over a period of 45 minutes. The reaction is continued overnight at 100° C. The thin-layer chromatogram shows almost quantitative conversion. Solvent and excess bromide are removed in vacuo, and the residue (oil) is taken up in 600 ml of toluene. The resulting solution is extracted three times with water. The organic phase is dried over sodium sulfate and evaporated to dryness to give 119.3 g (84% of theory) of 4-(2-ethylhexyloxy)bromobenzene as a light yellow oil.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05591850uspto-grants-1997_01