Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | 1-Bromopropane | HCID 7840 | — |
| Reactant | 2-Bromo-9H-fluorene | HCID 14336 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Catalyst | Tetrabutylammonium Bromide | HCID 74236 | — |
| Product | HCID 10664097 | HCID 10664097 | 73% |
Reaction Steps
50% Aqueous sodium hydroxide (500 mL) was added to a solution of 2-bromofluorene (52.8 g, 215 mmol) and tetrabutylammonium bromide (3.47 g, 10.8 mmol) in toluene (500 mL), and heated to 50° C. After 90 minutes 1-bromopropane (60 mL, 650 mmol) was added, and the solution stirred at 50° C. for 16 hours. The organic layer was separated, washed with water (2×500 mL), brine (500 mL), dried over magnesium sulfate, and the solvent removed. Recrystallisation from a dichloromethane/methanol mixture gave (7) (51.5 g, 73%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09078330B2 |
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| Source dataset | uspto-grants-2015_07 |
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| ORD ID | ord-c440b719c0cd4eb5a7b173cf01130c9b |
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| Source note | uspto-grants-2015_07 |
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