聚[6-[4-(4-氰基苯基)苯氧基]己基甲基丙烯酸酯] → 2-(4-Phenoxyphenoxy)cyclopentan-1-ol

HRID 46780

反应方程式

HRID 46780 反应方程式
[O:1]([C:8]1[CH:19]=[CH:18][C:11]([O:12][C:13]2[CH:14]=[CH:15][CH2:16][CH:17]=2)=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH2:20].[BH4-].[Na+]>O1CCCC1.[OH-].[Na+].C([O-])(=O)C.[Hg+2].C([O-])(=O)C>[O:1]([C:8]1[CH:9]=[CH:10][C:11]([O:12][CH:13]2[CH2:17][CH2:16][CH2:15][CH:14]2[OH:20])=[CH:18][CH:19]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参与物

7

反应物 3

HCID 962聚[6-[4-(4-氰基苯基)苯氧基]己基甲基丙烯酸酯]HCID 4311764硼氢化钠HCID 203857513-(4-Phenoxyphenoxy)-cyclopenten-1-ene

产物 1

HCID 222476762-(4-Phenoxyphenoxy)cyclopentan-1-ol

试剂、催化剂与溶剂 3

HCID 15337乙酸汞催化剂HCID 8028四氢呋喃溶剂2 次HCID 14798二甲基对苯二胺二盐酸溶剂2 次

实验过程

A solution of 12.6 g of 3-(4-phenoxyphenoxy)-cyclopenten-1-ene in 25 ml of tetrahydrofurane is added dropwise in the course of 1 hour to a mixture of 15.9 g of mercury(II) acetate, 35 ml of water and 50 ml of tetrahydrofurane. The mixture is stirred for about 15 hours at room temperature, then 50 ml of 3 N sodium hydroxide solution are added dropwise in the course of 11/2 hours, followed by the dropwise addition in the course of 1 hour of 50 ml of a 0.5 N solution of sodium borohydride in 3 N sodium hydroxide solution. The reaction mixture is stirred for 2 hours at room temperature and precipitated mercury is removed by filtration. The filtrate is poured into ice-water and, after extraction with ether, the organic phase is washed with saturated sodium chloride solution, dried over sodium sulphate and concentrated by rotary evaporation. Fractional distillation of the residue yields 2-(4-phenoxyphenoxy)cyclopentan-1-ol as a colourless oil with a boiling point of 181°-185° C./0.001 torr.

后处理

  1. stirringThe reaction mixture is stirred for 2 hours at room temperature
  2. customprecipitated mercury
  3. customis removed by filtration
  4. additionThe filtrate is poured into ice-water
  5. extractionafter extraction with ether
  6. washthe organic phase is washed with saturated sodium chloride solution
  7. dry with materialdried over sodium sulphate
  8. concentrationconcentrated by rotary evaporation
  9. distillationFractional distillation of the residue

来源与证据

ORD记录
ord-68dcc8e1681f4418be9cbbb7c7b244ab
来源数据集
uspto-grants-1979_11
专利号
US04175137

关联笔记

加载中…