HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Methyltetrahydrofuran → HCID 57501579, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Methyltetrahydrofuran | HCID 7301 | — |
| Reactant | Hexyl chloroformate | HCID 22466 | — |
| Reactant | Dehydroaripiprazole | HCID 10114519 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 57501579 | HCID 57501579 | — |
Reaction Steps
To a mixture of dehydro-aripiprazole (1.5 g, 3.4 mmol), potassium tert-butoxide (0.75 g, 6.7 mmol) and 2-methyltetrahydrofuran (30 mL) at 0° C. was added hexyl chloroformate (1.32 mL, 8.1 mmol). The reaction mixture was stirred for 2 h, allowed to self warm to room temperature and stirred for a further 4 h. The reaction mixture was then diluted with water and extracted with ethyl acetate. The organic phase was dried over MgSO4, filtered and evaporated. The residue was further purified on silica eluting with ethyl acetate/tetrahydrofuran and the major product containing fractions evaporated to give a yellow solid. This was triturated in heptane (30 mL) for 2.5 h, filtered and dried to give Compound-328 (1.55 g) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09072788B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-bafcc91a7f6247bab3c5d25768dae20f |
| Source note | uspto-grants-2015_07 |