HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 66758298, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-(4-Chlorophenyl)-4-methoxy-3-methyl-3-piperidinol | HCID 23136865 | — |
| Reactant | 2-[5-(3-Bromo-propylidene)-5,1 1-dihydro-10-oxa-1-aza-dibenzo[a,d]cyclohepten-7-yl]-propan-2-ol | HCID 66685999 | — |
| Solvent | Acetonitrile--water (1/1) | HCID 18373917 | — |
| Product | HCID 66758298 | HCID 66758298 | 37.7% |
Reaction Steps
To a solution of 4-(4-chloro-phenyl)-4-methoxy-3-methyl-piperidin-3-ol (206 mg, 1.24 mmol) in acetonitrile/water (4:1, 20 mL) was added potassium carbonate (171 mg, 1.24 mmol) followed by 2-[5-(3-bromo-propylidene)-5,11-dihydro-10-oxa-1-aza-dibenzo[a,d]cyclohepten-7-yl]-propan-2-ol (417 mg, 1.12 mmol). The mixture was stirred at rt 40 h and concentrated. The product residue was partitioned between ethyl acetate and water and the organic phase was washed with brine, dried over magnesium sulfate, filtered and concentrated. The crude product was purified by silica gel chromatography (100% methylene chloride−90% methylene chloride/10% methanol gradient) to afford the titled compound (232 mg, 35%) as an off-white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07186729B2 |
| Source dataset | uspto-grants-2007_03 |
| ORD ID | ord-5ccac15cf63749fb90b62c4eb2446574 |
| Source note | uspto-grants-2007_03 |