77806-60-1

Upstream product

• 90428-62-9 3-acetoxy-2-allyl-3-methyl-4-cyclopentenone 
• 65223-07-6 2-(1-hydroxy-3-butenyl)-5-methylfuran 
• 5137-55-3 Aliquat 336 
• 77806-59-8 4-keto-5-allyl-2cyclopentenone 
• 74-88-4 methyl iodide 

Downstream Products

• 551-45-1 allethrolone 

Relevant academic research and scientific papers

Process for preparing oxocyclopentene derivatives

A process for preparing oxocyclopentenes of the formula: STR1 wherein R1 is hydrogen, lower alkyl or lower alkenyl and R2 is hydrogen, lower alkyl, lower alkenyl, lower alkynyl, substituted or unsubstituted aryl, ar(lower)alkyl, thienyl or cycloalkyl, which comprises subjecting a furan-carbinol of the formula: STR2 wherein R1 is as defined above and R3 is hydrogen, lower alkyl, lower alkenyl, lower alkynyl, substituted or unsubstituted aryl, ar(lower)alkyl, thienyl or cycloalkyl to rearrangement, subjecting the resultant hydroxycyclopentenone of the formula: STR3 wherein R1 and R3 are each as defined above to hydrogenation and subjecting the resulting hydroxycyclopentanone of the formula; STR4 wherein R1 and R2 are each as defined above to dehydration.

Process for preparing 2-cyclopentenone derivatives

A novel process for preparing 2-cyclopentenones of the formula: STR1 wherein R1 is hydrogen, alkyl or alkenyl and R2 is alkyl, alkenyl, alkynyl, cycloalkyl, aryl or aralkyl, which comprises esterifying a mixture of a 3-hydroxy-4-cyclopentenone of the formula: STR2 wherein R1 and R2 are each as defined above and a 4-hydroxy-2-cyclopentenone of the formulas: STR3 wherein R1 and R2 are each as defined above with an aliphatic carboxylic acid to give a mixture of the 4-hydroxy-2-cyclopentenone (III) and the cyclopentenone ester of the formula: STR4 wherein R1 and R2 are each as defined above and R is hydrogen or C1 -C4 alkyl and subjecting the resulting mixture to reduction.

Process for producing 4-cyclopentenones

A 4-cyclopentenone of the formula: STR1 wherein R is a lower alkyl group, a lower alkenyl group or a lower alkynyl group and R' is a hydroxyl group or an aliphatic acyloxy group, provided that in case of the dl-form, R' is not a hydroxyl group and also that the substituent R at the 2-position and the methyl group at the 3-position take a cis-configuration in the dl-, d- or l-form.

Process for producing 4-hydroxycyclopentenones

A method of producing a 4-hydroxycyclopentenone represented by the formula, STR1 wherein R1 is an alkyl, alkenyl, alkynyl, cycloalkyl, thienyl, phenyl, p-methylbenzyl or benzyl group and R2 is an alkyl, alkenyl or alkynyl group having 6 or less carbon atoms, which comprises reacting a furylcarbinol compound of the formula, STR2 wherein R1 is as defined above, in the presence of an acid in a mixed solvent of water and an organic solvent, to obtain a cyclopentenone compound of the formula, STR3 wherein R1 is as defined above; reacting the cyclopentenone compound in the presence of an oxidizing agent to obtain a cyclopentendione compound of the formula, STR4 wherein R1 is a defined above; reacting the cyclopentendione compound with a Grignard reagent of the formula, wherein R2 is as defined above and X is chlorine, bromine or iodine atom, to obtain an oxocyclopentene compound of the formula, STR5 wherein R1 and R2 are as defined above; and reacting the cyclopentenone compound in the presence of a base. The 4-hydroxycyclopentenones are useful intermediates of agricultural chemicals.

Process for producing 3-oxocyclopentenes

A process for producing 3-oxocyclopentenes which comprises treating a furan-carbinol of the formula: STR1 wherein R1 is an alkyl group having not more than 6 carbon atoms, an alkenyl group having not more than 6 carbon atoms, an alkynyl group having not more than 6 carbon atoms or a group of the formula: STR2 in which R2 is a hydrogen atom, a methyl group or a halogen atom in an aqueous medium in the presence or absence of a catalyst at a pH of 3 to 6.5 to give the corresponding 3-oxocyclopentene of the formula: STR3 wherein R1 is as defined above.