HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium hydroxide, monohydrate → HCID 44125118, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | HCID 59180242 | HCID 59180242 | — |
| Product | HCID 44125118 | HCID 44125118 | 74.3% |
Reaction Steps
The title compound was synthesized from methyl 4-(4-chlorobenzyl)-1,4,5,6-tetrahydrocyclopenta[b]pyrrole-2-carboxylate (85 mg, 0.293 mmol) and lithium hydroxide monohydrate (67 mg, 1.58 mmol) according to General Procedure 7. The crude product was purified by flash chromatography (0-80% EtOAc/Heptane) to give 4-(4-chlorobenzyl)-1,4,5,6-tetrahydrocyclopenta[b]pyrrole-2-carboxylic acid (14) as a light red solid (60 mg, 69%). 1H NMR (400 MHz, METHANOL-d4) δ ppm 2.04-2.14 (m, 1H), 2.42-2.59 (m, 1H), 2.59-2.65 (m, 2H), 2.72 (dd, J=13.37, 7.91, 1H), 2.78 (dd, J=13.37, 6.83, 1H), 3.21-3.29 (m, 1H), 6.29 (s, 1H), 7.14-7.19 (m, 2H), 7.24-7.28 (m, 2H); LCMS-MS (ESI+) 274.2 (M−H); HPLC (UV=100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07902252B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-7372ec26edf64b4ca2e6378923f67cdd |
| Source note | uspto-grants-2011_03 |