HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1714142Generated: October 31, 2026
Triethylsilane → cis-3-Benzyl-6-bromo-8-methyl-2,3,4,4a,9,9a-hexahydro-1H-3-aza-fluorene
https://huagongshe.com/reaction/1714142
Participants
| Role | Name | HCID | Charge |
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| Reactant | Triethylsilane | HCID 12052 | — |
| Reactant | cis-3-Benzyl-6-bromo-8-methyl-1,2,3,4,4a,9a-hexahydro-3-aza-fluoren-9-one | HCID 16117545 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | cis-3-Benzyl-6-bromo-8-methyl-2,3,4,4a,9,9a-hexahydro-1H-3-aza-fluorene | HCID 16117547 | 30.8% |
Reaction Steps
To a solution of cis-3-Benzyl-6-bromo-8-methyl-1,2,3,4,4a,9a-hexahydro-3-aza-fluoren-9-one (1.5 g, 4.0 mmol) in trifluoroacetic acid (15 mL) was added Et3SiH (10 mL). The reaction mixture was stirred at 20° C. for 3 days then concentrated in vacuo. The residue was basified with NH4OH then extracted with EtOAc. The organic layer was dried over MgSO4, filtered and concentrated in vacuo. The residue was chromatographed in silica gel column (Hex/EtOAc 9/1) to give the title compound (440 mg, 1.23 mmol): MS (ES) 356.1 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07795436B2 |
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| Source dataset | uspto-grants-2010_09 |
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| ORD ID | ord-4b70eaf9b33948d79c89b24e25d309a1 |
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| Source note | uspto-grants-2010_09 |
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