Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Boron tribromide | HCID 25134 | — |
| Reactant | HCID 13749156 | HCID 13749156 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 13749188 | HCID 13749188 | 66% |
Reaction Steps
A solution of 6,7,8,9-tetrahydro-2-methoxy-8,8,10-trimethyl-9-(1-pyrrolidinyl)-pyrido[1,2-a]indole (prepared in Example 15, step 5) (2.81 g, 9 mmol) in chloroform (54 mL) was cooled to 0° C. and treated under dry nitrogen with boron tribromide (5.62 g, 22.5 mmol). The mixture was stirred in the dark at 25° C. for 2 hours. Ethanol (54 mL) was added dropwise over 5 minutes at 0° C. Stirring was continued at 0°-5° C. for 1 hour. Ether (34 mL) was added slowly at 5° C. to induce crystallization. The obtained crystals were filtered, washed with ethanol/ether (2:1) and ether, then dried in vacuo at 65° C. affording 2.24 g (66% yield) of the title compound, m.p. 166°-170° C. as an off-white powder. IR (KBr) broad bands at 3280 and 2970 cm-1 ;
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04665183 |
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| Source dataset | uspto-grants-1987_05 |
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| ORD ID | ord-2eb34d67b3fd47e6a0acb6a05901efe8 |
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| Source note | uspto-grants-1987_05 |
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