HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl chloroformate → HCID 86602872, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl chloroformate | HCID 10928 | — |
| Reactant | HCID 58598878 | HCID 58598878 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86602872 | HCID 86602872 | 23.8% |
Reaction Steps
Ethyl chloroformate (0.16 mL, 1.65 mmol) was added to a solution of 5-methoxy-8-ethyl-1,2,3,3a,8,8a-hexahydroindeno[1,2-c]pyrrole (from Example 48, Step B) (0.24 g, 1.1 mmol) in CH2Cl2 (6 mL) at 0° C. The resulting solution was stirred overnight at room temperature. The reaction mixture was quenched with aqueous HCl solution (20 mL, 1.0 M) and the product was extracted with EtOAc (3×10 mL). The combined organic extracts were dried over MgSO4 and concentrated. The crude product was purified by column chromatography (SiO2) using a 0-35% EtOAc-hexanes gradient to afford 40 mg (13%) of the subtitle compound. MS calculated for C17H23NO3+H: 290, observed: 290.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09096520B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-a4ca3cdb7c194f4abc920a64850238b0 |
| Source note | uspto-grants-2015_08 |