Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-(2-Bromoethyl)indole | HCID 76924 | — |
| Reactant | HCID 11275594 | HCID 11275594 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 9819228 | HCID 9819228 | — |
Reaction Steps
A solution of 2-(2,3-dihydrobenzo[1,4]dioxin-5-yloxy) ethylamine (0.38 g, 1.9 mmol), 3-(2-bromoethyl)-indole (0.24 g, 1.1 mmol) and triethylamine (0.22 g, 2.2 mmol) in anhydrous dimethylsulfoxide (20 ml) was allowed to stir for 14 hours at 90° C. The mixture was poured into water (100 ml) and extracted with methylene chloride (3×100 ml). The organic layer was washed with water (3×150 ml), dried over anhydrous sodium sulfate, filtered and the solvent was removed under vacuum. Chromatography (10% methanol-methylene chloride plus ammonium hydroxide) afforded 0.19 g (52%) as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06121307 |
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| Source dataset | uspto-grants-2000_09 |
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| ORD ID | ord-ce16f05d0e1945e2894fe51e996ca597 |
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| Source note | uspto-grants-2000_09 |
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