HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl chloroformate → HCID 86602856, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl chloroformate | HCID 10928 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 5-Methyl-8-methyl-1,2,3,3a,8,8a-hexahydroindeno[1,2-c]pyrrole | HCID 58598880 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86602856 | HCID 86602856 | 46% |
Reaction Steps
Ethyl chloroformate (0.29 mL, 3.0 mmol) and DIEA (1.6 mL, 9.0 mmol) were added to a solution of 5-methyl-8-methyl-1,2,3,3a,8,8a-hexahydroindeno[1,2-c]pyrrole (from Example 13, Step F) (0.56 g, 3.0 mmol) in CH2Cl2 (15 mL) at 0° C. The reaction was stirred for 2 hours from 0° C. to room temperature. The reaction was quenched with aqueous HCl (15 mL, 1M). The desired product was extracted with CH2Cl2 (3×15 mL). The organic extracts were washed with brine, dried over MgSO4, and concentrated. The crude product was purified by column chromatography (SiO2) using a 10-60% EtOAc-hexanes gradient to afford 0.36 g (46%) of the subtitle compound. MS calculated for C16H21NO2+H: 260, observed: 260.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09096520B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-cbb209c705b34e46bb30c8c69cdf5da5 |
| Source note | uspto-grants-2015_08 |