HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 59180210, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | HCID 59180198 | HCID 59180198 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59180210 | HCID 59180210 | 23% |
Reaction Steps
The title compound was synthesized from methyl 4-(3,4-dichlorobenzyl)-1,4,5,6-tetrahydrocyclopenta[b]pyrrole-2-carboxylate (0.064 g, 0.2 mmol) and lithium hydroxide (0.084 g, 2.0 mmol in 3 mL water), according to General Procedure 7. A 1:1 mixture of methanol (MeOH) and THF (6 mL) was used. The resulting product was purified by column chromatography (Isco CombiFlash) eluting with a gradient of 0-100% EtOAc/heptane to afford a light brown solid: 14 mg, 23% yield. 1H NMR (400 MHz, METHANOL-d4) δ ppm 2.00-2.15 (m, 1H), 2.46-2.67 (m, 3H), 2.69-2.84 (m, 2H), 3.19-3.29 (m, 1H), 6.31 (s, 1H), 7.11 (dd, J=8.20, 2.00 Hz, 1H), 7.34 (d, J=1.95 Hz, 1H), 7.37-7.45 (m, 1H); HPLC (UV=96.1%), (ELSD=100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07902252B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-3331058338024fccb122eacb8406495e |
| Source note | uspto-grants-2011_03 |