Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Boron trifluoride etherate | HCID 8000 | — |
| Reactant | 2-Bromoethanol | HCID 10898 | — |
| Reactant | HCID 11834917 | HCID 11834917 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | HCID 18787011 | HCID 18787011 | 73.1% |
Reaction Steps
To a solution of 2-methyl-10,11-dihydrodibenzo[b,f]thiepin-10-ol (3.63 g, 15 mmol, prepared as described in Ger. Offen. 2,336,130, 1974) and 2-bromoethanol (2.5 g, 20 mmol) in absolute benzene (25 ml), a solution of boron trifluoride etherate (2.25 g. 15.8 mmol) in absolute benzene (10 ml) was dropwise added at 10-15° C. over 15 minutes. The reaction mixture was stirred at 10-15° C. for 2 h and water (18 ml) was added. The organic layer was separated, washed with water (2×25 ml), dried (Na2SO4) and evaporated in vacuo to give 3.83 g (73%) crude 10-(2-bromoethoxy)-2-methyl-10,11-dihydrodibenzo[b,f]thiepine, which was used without further purification in the next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06060468 |
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| Source dataset | uspto-grants-2000_05 |
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| ORD ID | ord-2811e8ac7040432cafb4fc7e0e083c62 |
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| Source note | uspto-grants-2000_05 |
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