4,7-二氯喹啉 → 7-Chloro-4-(4-fluorophenoxy)quinoline

HRID 5544

反应方程式

HRID 5544 反应方程式
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([Cl:12])=[CH:9][CH:10]=2)[N:5]=[CH:4][CH:3]=1.[F:13][C:14]1[CH:19]=[CH:18][C:17]([OH:20])=[CH:16][CH:15]=1.N1(C2C=CN=CC=2)CCCC1>C1(C)C(C)=CC=CC=1>[F:13][C:14]1[CH:19]=[CH:18][C:17]([O:20][C:2]2[C:11]3[C:6](=[CH:7][C:8]([Cl:12])=[CH:9][CH:10]=3)[N:5]=[CH:4][CH:3]=2)=[CH:16][CH:15]=1

参与物

5

反应物 3

HCID 68664,7-二氯喹啉HCID 97324-氟苯酚HCID 755674-吡咯烷基吡啶

产物 1

HCID 1641717-Chloro-4-(4-fluorophenoxy)quinoline收率 649.9%

试剂、催化剂与溶剂 1

HCID 7237邻二甲苯溶剂

实验过程

To a 50 mL flask equipped with a condenser, drying tube and thermometer, was added 1.98 g (0.01 moles) of 4,7-dichloroquinoline, 1.57 g (0.0014 moles) of 4-fluorophenol, 0.22 g (0.0015 moles) of 4-pyrrolidinopyridine and 20 mL of xylene. The reaction mixture was heated to reflux and reaction progress was monitored by TLC. After 18 hr, the mixture was cooled and washed with 50 mL of 5 N NaOH. The caustic layer was extracted with 3×20 mL of diethyl ether. The xylene and the ether layers were combined and dried over Na2SO4. Removal of the solvent provided 2.49 g (91 percent yield) of product, mp=88°-91° C.

后处理

  1. customTo a 50 mL flask equipped with a condenser
  2. customdrying tube
  3. temperatureThe reaction mixture was heated
  4. temperatureto reflux
  5. customreaction progress
  6. temperaturethe mixture was cooled
  7. washwashed with 50 mL of 5 N NaOH
  8. extractionThe caustic layer was extracted with 3×20 mL of diethyl ether
  9. dry with materialdried over Na2SO4
  10. customRemoval of the solvent

来源与证据

ORD记录
ord-083e912021ea4636b30489d9253b9684
来源数据集
uspto-grants-1993_09
专利号
US05245036

关联笔记

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