Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Lithium Carbonate | HCID 11125 | — |
| Reactant | Lithium Bromide | HCID 82050 | — |
| Reactant | 1-(Bromocyclohexyl)-4-nitrobenzene | HCID 22501773 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 22501823 | HCID 22501823 | 88.8% |
Reaction Steps
1-(Bromocyclohexyl)-4-nitrobenzene (18.4 g, 64.8 mmol), lithium carbonate (5.3 g, 71.2 mmol), and lithium bromide (6.2 g, 71.2 mmol) were reacted together in DMF (100 mL) for 2 hours at 160° C. The reaction mixture was cooled to 20° C., diluted with ethyl acetate (500 mL), and washed with water (300 mL). The aqueous phase was extracted with ethyl acetate (200 mL) and the combined organic phases were washed with water (3×150 mL), dried over MgSO4 and concentrated in vacuo. The residue was purified on silica (350 g) using ethyl acetate and heptane (1:9) as eluent to give 11.7 g of 1-cyclohex-1-enyl-4-nitrobenzene.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06875760B2 |
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| Source dataset | uspto-grants-2005_04 |
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| ORD ID | ord-bd8d6a33da3841758a886e786894ea50 |
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| Source note | uspto-grants-2005_04 |
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