Sodium Hydroxide → 2-(6-Carboxy-2-cis-hexenyl)cyclopent-2-en-1-one

HRID 1448255Notes

Reaction equation

HRID 1448255 reaction equation
[C:1]([CH2:4][CH2:5][CH2:6][CH2:7]/[CH:8]=[CH:9]\[CH:10]1[CH:14]=[CH:13][CH2:12][C:11]1=[O:15])([OH:3])=[O:2].[OH-].[Na+]>>[C:1]([CH2:4][CH2:5][CH2:6][CH2:7]/[CH:8]=[CH:9]\[C:10]1[C:11](=[O:15])[CH2:12][CH2:13][CH:14]=1)([OH:3])=[O:2]

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 867329692-(6-Carboxy-2-cis-hexenyl)cyclopent-3-en-1-one

Product 1

HCID 867329642-(6-Carboxy-2-cis-hexenyl)cyclopent-2-en-1-one

Procedure

A solution of 3 g. of crude 2-(6-carboxy-2-cis-hexenyl)cyclopent-3-en-1-one (Example 1133) in 100 ml. of 2% sodium hydroxide is stirred at 80° C. under nitrogen for 1.5 hours. The cooled solution is acidified to Congo Red and extracted into ether. The ethereal extracts are dried over sodium sulfate and evaporated at reduced pressure to afford the product.

Workup

  1. extractionextracted into ether
  2. dry with materialThe ethereal extracts are dried over sodium sulfate
  3. customevaporated at reduced pressure
  4. customto afford the product

Sources & evidence

ORD record
ord-ae7bf1156dee474c9e797c739035598e
Source dataset
uspto-grants-1979_12
Patent number
US04179574

Reaction notes

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