二氧化碳 → 2,3,5,6-四氟-4-羟基苯甲酸

HRID 851511

反应方程式

HRID 851511 反应方程式
[F:1][C:2]1[C:7]([F:8])=[CH:6][C:5]([F:9])=[C:4]([F:10])[C:3]=1[CH3:11].C([Li])CCC.[C:17](=[O:19])=[O:18].Cl>CCCCCC.C(OCC)C>[F:1][C:2]1[C:7]([F:8])=[C:6]([C:17]([OH:19])=[O:18])[C:5]([F:9])=[C:4]([F:10])[C:3]=1[CH3:11]

参与物

7

反应物 4

HCID 280二氧化碳HCID 313海萝胶HCID 788962,3,5,6-四氟甲苯HCID 178418339正丁基锂

产物 1

HCID 695482,3,5,6-四氟-4-羟基苯甲酸

试剂、催化剂与溶剂 2

HCID 3283乙醚溶剂HCID 8058正己烷溶剂

反应条件

温度
-70 °C

实验过程

The product of step (a) above (4.3 g) was mixed with diethyl ether (30 ml), the mixture cooled to -70° C., and maintained at this temperature whilst a solution of n-butyllithium in n-hexane (1.6 M, 16.4 ml) was slowly added. The mixture was stirred for a period of 1 hour during which time a fine white precipitate was formed. Dry carbon dioxide gas was then passed into the mixture for 30 minutes whilst the temperature was maintained within the range -70° to -40° C., and continued to be passed in thereafter whilst the mixture was allowed to warm to the ambient temperature. After acidifying with dilute hydrochloric acid (6 N, 40 ml) the organic phase was separated, washed with water and dried over anhydrous magnesium sulphate. After evaporation of the solvents under reduced pressure the residual solid was recrystallised from toluene to yield 2,3,5,6-tetrafluoro-4-toluic acid, m.p. 170° C. identified by infra red and nuclear magnetic resonance spectroscopy.

后处理

  1. additionwas slowly added
  2. customwas formed
  3. temperaturewas maintained within the range -70° to -40° C.
  4. temperatureto warm to the ambient temperature
  5. customwas separated
  6. washwashed with water
  7. dry with materialdried over anhydrous magnesium sulphate
  8. customAfter evaporation of the solvents under reduced pressure the residual solid
  9. customwas recrystallised from toluene

来源与证据

ORD记录
ord-a863669236774651ae102da5830cf3d5
来源数据集
uspto-grants-1983_05
专利号
US04385070

关联笔记

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