HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium hydroxide, monohydrate → 4-(Cyclohexylmethyl)-1,4,5,6-tetrahydrocyclopenta[b]pyrrole-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | Methyl 4-(cyclohexylmethyl)-1,4,5,6-tetrahydrocyclopenta[b]pyrrole-2-carboxylate | HCID 59180172 | — |
| Product | 4-(Cyclohexylmethyl)-1,4,5,6-tetrahydrocyclopenta[b]pyrrole-2-carboxylic acid | HCID 44125116 | — |
| Product | 4-(Cyclohexylmethyl)-1,4,5,6-tetrahydrocyclopenta[b]pyrrole-2-carboxylate | HCID 86629551 | 21% |
Reaction Steps
The title compound was synthesized from methyl 4-(cyclohexylmethyl)-1,4,5,6-tetrahydrocyclopenta[b]pyrrole-2-carboxylate and lithium hydroxide monohydrate according to General Procedure 7. The crude product was dried onto silica gel and purified by chromatography (0 to 100% EtOAc/heptane) to give 4-(cyclohexylmethyl)-1,4,5,6-tetrahydrocyclopenta[b]pyrrole-2-carboxylate as a brown solid (0.018 g, 21%). 1H NMR (400 MHz, METHANOL-d4) δ ppm 0.87-1.02 (m, 2H) 1.14-1.36 (m, 5H) 1.36-1.54 (m, 2H) 1.63-1.80 (m, 3H) 1.83-2.00 (m, 2H) 2.50-2.77 (m, 3H) 2.97-3.09 (m, 1H) 6.59 (s, 1H). LCMS m/e 248 (M+H). 97.5% pure by HPLC.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07902252B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-27b2bf819fba4ad79966bb23ac1e8a56 |
| Source note | uspto-grants-2011_03 |