HCID 54115580, compound → HCID 56627734, compound
Reaction equation
[CH2:1]([CH:5]1[C:9](=[CH:10][C:11]#[C:12][CH2:13][CH2:14][CH2:15][C:16]([O:18][CH3:19])=[O:17])[C:8](=[O:20])[CH2:7][CH:6]1O)[CH2:2][CH2:3][CH3:4]>C(O)(=O)C.O1CCCC1.O>[CH2:1]([CH:5]1[C:9](=[CH:10][C:11]#[C:12][CH2:13][CH2:14][CH2:15][C:16]([O:18][CH3:19])=[O:17])[C:8](=[O:20])[CH:7]=[CH:6]1)[CH2:2][CH2:3][CH3:4]Participants
5
Reactant 1
Product 1
Reagents, catalysts & solvents 3
Conditions
- Temperature
- 50 °C
Procedure
29 mg (0.1 mmole) of 4-butyl-5-(6-methoxycarbonyl-2-hexynylidene)-3-hydroxycyclopentanone was dissolved in a mixture of 1 ml of acetic acid, 0.5 ml of tetrahydrofuran and 0.5 ml of water and the solution was stirred at 50° C. for 18 hours in the same way as in Example 1. The reaction mixture was worked up and separated in the same way as in Example 7 to give 13 mg (0.047 mmole; 47% yield) of 4-butyl-5-(6-methoxycarbonyl-2-hexynylidene)-2-cyclopentenone. The resulting compound had the following spectral data.
Workup
- customseparated in the same way as in Example 7
Sources & evidence
- ORD record
- ord-df38a2c466e44d5693bb5c15b19873e2
- Source dataset
- uspto-grants-1988_08
- Patent number
- US04766147
Reaction notes
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