Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1-Bromohexane | HCID 8101 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 11-(Piperazin-1-yl)dibenzo(b,f)(1,4)oxazepine | HCID 7061874 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 18940413 | HCID 18940413 | — |
Reaction Steps
To a stirred solution of 11-(1-piperazinyl)dibenz[b,f][1,4]oxazepine (0.28 g, 1.00 mmol) in DMF (10 mL) was added sodium hydride (0.056 g, 60% in oil, 1.40 mmol) at 0° C. under argon. The mixture was stirred at 0° C. for 10 min at room temperature for 20 minutes, and then treated with 1 -bromohexane (0.198 g, 1.2 mmol). The resulted mixture was stirred at room temperature overnight and quenched with saturated ammonium chloride solution (10 mL). The mixture was extracted with ethyl acetate (3×30 mL). The combined organic phase was dried over magnesium sulfate and filtered. The filtrate was concentrated in vacuo to dryness and the residue was subjected to column chromatography using ethyl acetate/hexane (1/2) as the eluent. The desired compound, 11-(4-hexyl-1-piperazinyl)dibenz[b,f][1,4]oxazepine, was obtained in 0.167 g (46%) as a light yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05834459 |
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| Source dataset | uspto-grants-1998_11 |
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| ORD ID | ord-36da358ebcf4470db1be73088f438815 |
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| Source note | uspto-grants-1998_11 |
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