반응 #59232

반응 방정식

resorcinol

sodium methoxide

3-bromoanisole

→

3-(3′-methoxyphenyloxy)phenol

용매

pyridine

methanol

반응 조건

후처리

1. 1
   기타In a round-bottomed flask fitted with a Vigreux column
2. 2
   기타Methanol is then removed from the reaction mixture by distillation
3. 3
   기타The reflux divider is then closed
4. 4
   온도under reflux for 6 hours
5. 5
   workup.DISTILLATIONPyridine is then distilled off via the
6. 6
   온도opened reflux divider
7. 7
   기타rises to 150° C
8. 8
   온도to cool
9. 9
   workup.STIRRINGthe residue is stirred into 250 ml of semi-concentrated hydrochloric acid
10. 10
    추출The mixture is extracted with 300 ml of toluene
11. 11
    세척The organic phase is washed first with semi-concentrated hydrochloric acid
12. 12
    추출extracted with a diethyl ether/toluene mixture (1:1)
13. 13
    기타After removal of the solvent, 65.5 g of a brown oil
14. 14
    기타are obtained

실험 절차

In a round-bottomed flask fitted with a Vigreux column, a reflux divider and a condenser, 77.08 g (0.70 mol.) of resorcinol are dissolved, under argon, in 250 ml of dry pyridine. 84.3 g of sodium methoxide solution in methanol (30% solution) are added dropwise to the reaction mixture, with stirring. Methanol is then removed from the reaction mixture by distillation. The reflux divider is then closed and 261.9 g (1.40 mol.) of 3-bromoanisole are added dropwise. 3.5 g (0.04 mol.) of CuCl are also added. The mixture is allowed to boil under reflux for 6 hours. Pyridine is then distilled off via the opened reflux divider, during which the sump temperature rises to 150° C. The mixture is then allowed to cool and the residue is stirred into 250 ml of semi-concentrated hydrochloric acid. The mixture is extracted with 300 ml of toluene. The organic phase is washed first with semi-concentrated hydrochloric acid and then a further two times with NaOH solution (10%). The combined alkaline phases are acidified with dilute HCl and extracted with a diethyl ether/toluene mixture (1:1). After removal of the solvent, 65.5 g of a brown oil are obtained.

출처