HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dicyclohexylcarbodiimide → HCID 15378692, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | 4-Methylphthalic anhydride | HCID 88069 | — |
| Reactant | 2-(4-(6-Fluorobenzo[d]isoxazol-3-yl)piperidin-1-yl)ethan-1-amine | HCID 14699857 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 15378692 | HCID 15378692 | 17.7% |
Reaction Steps
A mixture of 2-[4-(6-fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]ethylamine (2.44 gm, 9.24 mmoles), 4-methylphthalic anhydride (1.76 gm, 10.8 moles) and dicyclohexylcarbodiimide (2.1 gm, 1.0 moles) in dichloromethane (DCM, 100 ml) was stirred at room temperature for 2 hr. The insolubles were filtered off. The DCM solution was concentrated to a crude solid. This was purified on a flash chromatography column (35 gm, SiO2, Sorbsil-C-30; eluted with 1% CH3OH in 99% DCM). The material thus purified weighed 1.0 gm (26%) as a white solid. Recrystallization from hot ethanol gave 665 mg of crystals, m.p.=138°-140° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05364866 |
| Source dataset | uspto-grants-1994_11 |
| ORD ID | ord-ac14c6eac30f416fbd4c845ce7a10440 |
| Source note | uspto-grants-1994_11 |