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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1285613Generated: October 30, 2026

Diethyl 3-methylcyclopent-3-ene-1,1-dicarboxylate → 3-Methyl-cyclopent-3-enecarboxylic acid

https://huagongshe.com/reaction/1285613

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl 3-methylcyclopent-3-ene-1,1-dicarboxylateHCID 10977178—
Reactant2-Oxabicyclo[3.2.1]octaneHCID 21702414—
Product3-Methyl-cyclopent-3-enecarboxylic acidHCID 12575419—

Reaction Steps

When m is 1, n is 2 and p is 1, the ring system is a 2-oxabicyclo[3.2.1]octane, another subclass of this invention. For example, compound XIIp ##STR27## in which R2, R5 and R6 are methyl, can be prepared by saponification and decarboxylation of diethyl 1-methylcyclopent-1-ene-4,4-dicarboxylate, prepared by the procedure of E. E. Schweiger and G. J. O'Neill, J. Org. Chem., 30, 2082 (1965), to provide 1-methylcyclopent-1-ene-4-carboxylic acid. The resulting carboxylic acid is homologated in the manner proscribed for the compounds XIp, and subsequently treated similarly to the acid of subclass IX.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04567283
Source datasetuspto-grants-1986_01
ORD IDord-9aae643824174ce992debcacda7f64d6
Source noteuspto-grants-1986_01