Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Furan | HCID 8029 | — |
| Reactant | Phthalazine | HCID 9207 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 23299778 | HCID 23299778 | — |
Reaction Steps
22.5 ml of an about 1.6M solution of butyllithium are slowly added dropwise at -78° C. to a solution of 2.46 g of furan in 30 ml of tetrahydrofuran. The mixture is stirred at -78° C. for 20 min., then at -20° C. for 2 hrs. The solution is again cooled to -78° C. and treated slowly with a solution of 4.68 g of phthalazine in 36 ml of tetrahydrofuran. The mixture is stirred at -78° C. for 2 hrs., then poured on to about 500 ml of ice-water and extracted 4 times with 150 ml of ethyl acetate each time. The organic phases are dried, concentrated and the residue is chromatographed immediately on 120 g of silica gel; eluent: hexane/ethyl acetate 3:7. 4.08 g of dark, impure 1-furan-2-yl-1,2-dihydrophthalazine are isolated.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06114330 |
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| Source dataset | uspto-grants-2000_09 |
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| ORD ID | ord-25479a81212345f0bd5d9fbae1e88479 |
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| Source note | uspto-grants-2000_09 |
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