Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 1-(2-Bromoethyl)-4-methoxybenzene | HCID 84427 | — |
| Reactant | HCID 22841642 | HCID 22841642 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 22841641 | HCID 22841641 | 19.4% |
Reaction Steps
A mixture of (2S)-5,11-dihydro-5-(2-pyrrolidinylmethyl)dibenzo[b,e][1,4]thiazepine-10-oxide (see Preparation 19) (180 mg), 4-methoxyphenethyl bromide (140 mg) and sodium carbonate (70 mg) in acetonitrile (20 ml) was heated under reflux for 18 hours and evaporated under reduced pressure. The residue was partitioned between ethyl acetate and water and the organic layer washed with water, dried over sodium sulphate and evaporated under reduced pressure. The residue was purified by chromatography on silica gel (5 g), performing a gradient elution initially using dichloromethane as eluant and changing to dichloromethane/methanol (98:2). Appropriate fractions were combined and evaporated under reduced pressure to give the title compound as a colourless oil, (50 mg, 19%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05071844 |
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| Source dataset | uspto-grants-1991_12 |
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| ORD ID | ord-ba6d8d7619e34471a0924f86974b749c |
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| Source note | uspto-grants-1991_12 |
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