Reacción #2045062

ord-4b755ff78fd94955878c338a70209332

Ecuación de reacción

CC1=CCC(CC=O)C1(C)C
2-(2,2,3-trimethylcyclopent-3-en-1-yl)acetaldehyde
CCOC(=O)C=CCC1CC=C(C)C1(C)C
ethyl 4-(2,2,3-trimethylcyclopent-3-enyl)but-2-enoate
CCC(CCC1CCC(C)C1(C)C)C(=O)O
ethyl 4-(2,2,3-trimethylcyclopentyl)butanoic acid
CC1CCC(CCCC(=O)O)C1(C)C
4-(2,2,3-trimethylcyclopentyl)butanoic acid

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Procedimiento

4-(2,2,3-trimethylcyclopentyl)butanoic acid was synthesized in three steps; the first step reacts 2-(2,2,3-trimethylcyclopent-3-en-1-yl)acetaldehyde (aka campholenic aldehyde) to ethyl 4-(2,2,3-trimethylcyclopent-3-enyl)but-2-enoate, in the second step the latter was subjected to a hydrogenation procedure to form ethyl 4-(2,2,3-trimethylcyclopentyl)butanoic acid, and in the third step, from the latter, 4-(2,2,3-trimethylcyclopentyl)butanoic acid was formed in presence of sodium hydroxide (NaOH) and tetrahydrofuran (THF).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08409649B2uspto-grants-2013_04