丙酮 → 2-(6-Carboxy-2-cis-hexenyl)cyclopent-3-en-1-one

HRID 67016

反应方程式

HRID 67016 反应方程式
[OH:1][CH:2]1[CH2:6][CH:5]=[CH:4][CH:3]1/[CH:7]=[CH:8]\[CH2:9][CH2:10][CH2:11][CH2:12][C:13]([OH:15])=[O:14].CC(C)=O.[Cr](O)(O)(=O)=O>S(=O)(=O)(O)O>[C:13]([CH2:12][CH2:11][CH2:10][CH2:9]/[CH:8]=[CH:7]\[CH:3]1[CH:4]=[CH:5][CH2:6][C:2]1=[O:1])([OH:15])=[O:14]

参与物

5

反应物 3

HCID 180丙酮HCID 24425铬酸HCID 867329701-Hydroxy-2-(6-carboxy-2-cis-hexenyl)cyclopent-3-ene

产物 1

HCID 867329692-(6-Carboxy-2-cis-hexenyl)cyclopent-3-en-1-one

试剂、催化剂与溶剂 1

HCID 1118四氧化硫溶剂

实验过程

A solution of 3.2 g. (0.5 mole) of 1-hydroxy-2-(6-carboxy-2-cis-hexenyl)cyclopent-3-ene (Example 1132) in 60 ml. of reagent acetone is treated dropwise with a total of 6 ml. of 8 N chromic acid in sulfuric acid at 0° C. The oxidation is rather slow. The resulting mixture is dissolved in 200 ml. of water and the solution is extracted with six 50 ml portions of ether. The combined ethereal extracts are dried over sodium sulfate and the solvent is evaporated at reduced pressure to yield the product as a yellow oil.

后处理

  1. customat 0° C
  2. dissolutionThe resulting mixture is dissolved in 200 ml
  3. extractionof water and the solution is extracted with six 50 ml portions of ether
  4. dry with materialThe combined ethereal extracts are dried over sodium sulfate
  5. customthe solvent is evaporated at reduced pressure

来源与证据

ORD记录
ord-13f5871605f04517a30b3a728b0bbfa8
来源数据集
uspto-grants-1982_08
专利号
US04343949

关联笔记

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