Sodium Carbonate → 2-(6-Carboxy-2-cis-hexenyl)cyclopent-2-en-1-one
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].C(=O)([O-])[O-].[Na+].[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
Procedure
A solution of 3 g. of crude 2-(6-carboxy-2-cis-hexenyl)cyclopent-3-en-1-one (Example 56) in 100 ml. of aqueous sodium carbonate (pH: 10-11) is stirred at ambient temperature under nitrogen for 4 hours. The 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. See also P. A. Grieco and J. J. Reap, J. Org. Chem., 38, 3413 (1973).
Workup
- extractionextracted into ether
- dry with materialThe ethereal extracts are dried over sodium sulfate
- customevaporated at reduced pressure
- customto afford the product
Sources & evidence
- ORD record
- ord-cf7feafed511490dbf107b0817e8acb5
- Source dataset
- uspto-grants-1979_12
- Patent number
- US04179451
Reaction notes
Loading…