HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → HCID 117970158, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Magnesium Chloride | HCID 5360315 | — |
| Reactant | HCID 117970121 | HCID 117970121 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 117970158 | HCID 117970158 | 40% |
Reaction Steps
A solution of tert-butyl (3E)-3-[(4-methyl-5-oxo-2H-furan-2-yl)oxymethylene]-2-oxo-4,6a-dihydro-3aH-cyclopenta[b]pyrrole-1-carboxylate Ib-1 (28 mg, 0.080 mmol) in acetonitrile (1 mL) was stirred with magnesium chloride (23 mg, 0.24 mmol) at 40° C. for 7 h. The solution was then diluted into CH2Cl2, filtrated, concentrated and purified by flash chromatography (EtOAc, then 5% MeOH in CH2Cl2) giving the desired compound as a colorless oil (8 mg, 40%); 1H NMR (400 MHz, CDCl3) 7.27 (1H, s), 6.93 (1H, s), 6.54 (1H, brs), 6.14 (1H, s), 5.87 (1H, d), 5.71 (1H, brs), 4.65 (1H, d), 3.66 (1H, m), 2.83 (1H, m), 2.46 (1H, d), 2.02 (3H, s): LCMS (Method A): 0.63 min; ES+270 (M+Na+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09119398B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-c985030f22484b65a5990c8fd3b0d2bc |
| Source note | uspto-grants-2015_09 |