Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Boron Trichloride | HCID 25135 | — |
| Reactant | HCID 56660575 | HCID 56660575 | — |
| Catalyst | Tetrabutylammonium Iodide | HCID 67553 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67424379 | HCID 67424379 | 31.8% |
Reaction Steps
2-Methoxy-8-methyl-5,6,6a,7,8,9,10,11-octahydro-4bH-benzo[4,5]indeno[1,7a-c]pyrrole (Example 1B) (190.0 mg, 0.74 mmol) and tetrabutylammonium iodide (300 mg, 0.81 mmol) were dissolved in CH2Cl2 (20 mL) and cooled to −78° C. BCl3 (1.85 mL, 1M in CH2Cl2) was added dropwise. The mixture was stirred at 0° C. for 5 hrs. It was then quenched with aq. satd. NaHCO3, extracted with CH2Cl2 (15 mL×4). The combined organic layers were dried over sodium sulfate, filtered and concentrated in vacuo. The residue was purified by column chromatography on silica gel using 5% methanol in dichloromethane, providing 57.1 mg (31.8%) of the title compound 1C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07345034B2 |
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| Source dataset | uspto-grants-2008_03 |
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| ORD ID | ord-38dc83eaf4064da38da238cfcbe23777 |
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| Source note | uspto-grants-2008_03 |
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