HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 86584085, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Thiazolidinedione | HCID 5437 | — |
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | Piperidinium acetate | HCID 3014295 | — |
| Reactant | HCID 22285675 | HCID 22285675 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 86584085 | HCID 86584085 | 33.1% |
Reaction Steps
To a suspension of the title compound from Step B (60 mg, 0.18 mmol) and thiazolidinedione (21 mg, 0.18 mmol) in dry toluene (2 ml) was added a catalytic amount of piperidinium acetate which was generated by the addition of piperidine (1.5 mg, 0.018 mmol) and acetic acid (1.1 mg, 0.018 mmol). The mixture was heated to reflux under nitrogen for two hours. The solution was cooled, diluted with ethyl acetate (15 ml), washed with 1 N HCl (3×10 ml) and brine (10 ml), dried, filtered, and concentrated. The residue was purified by preparative TLC (5% methanol in dichloromethane) to give the title compound (26.1 mg) as a yellow solid. MS (APCl−) Calc.: 437.0, Found: 436.1 (M−1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06620830B2 |
| Source dataset | uspto-grants-2003_09 |
| ORD ID | ord-acf0631044f04af9b3cff3f5823dbb3d |
| Source note | uspto-grants-2003_09 |