HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → [2-Benzothiazolyl][1-[2-(4-methoxyphenyl)ethyl]-4-piperidinyl)methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-(2-Bromoethyl)-4-methoxybenzene | HCID 84427 | — |
| Reactant | 4-(Benzthiazole-2-carbonyl)piperidine | HCID 15237009 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | [2-Benzothiazolyl][1-[2-(4-methoxyphenyl)ethyl]-4-piperidinyl)methanone | HCID 9842862 | — |
Reaction Steps
Mix (2-benzothiazolyl)(4-piperidinyl)methanone.CF3CO2H (331 g, 9.19 mmol), 2-(4-methoxyphenyl)ethyl bromide (2.07 g, 9.64 mmol), potassium carbonate (3.33 g, 24.1 mmol) and dimethylformamide (35 mL) and heat at 90° C. overnight. Cool to room temperature and partition between a 2:1 mixture of ethyl acetate/toluene and water. Separate the aqueous phase and wash the organic phase with water and brine. Dry (MgSO4) and evaporate the solvent in vacuo. Purify by chromatography (30% ethyl acetate/hexane) and recrystallize (cyclohexane) to give the title compound as a tan powder; mp 119°-120° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05650416 |
| Source dataset | uspto-grants-1997_07 |
| ORD ID | ord-966941741a354e3b8db2041c041f72b5 |
| Source note | uspto-grants-1997_07 |