HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl 3-methylcyclopent-3-ene-1,1-dicarboxylate → 3-Methyl-cyclopent-3-enecarboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl 3-methylcyclopent-3-ene-1,1-dicarboxylate | HCID 10977178 | — |
| Reactant | 2-Oxabicyclo[3.2.1]octane | HCID 21702414 | — |
| Product | 3-Methyl-cyclopent-3-enecarboxylic acid | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04567283 |
| Source dataset | uspto-grants-1986_01 |
| ORD ID | ord-9aae643824174ce992debcacda7f64d6 |
| Source note | uspto-grants-1986_01 |