Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | 3-Bromopyridine | HCID 12286 | — |
| Reactant | HCID 18953744 | HCID 18953744 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | HCID 18953733 | HCID 18953733 | — |
Reaction Steps
A solution of 18.96 g (0.12 mole) of 3-bromopyridine in 50 ml of ether is added dropwise into a 54.72 ml (0.11 mole) of 2.01M n-butyllithium in hexane in 550 ml of ether at -78° C. with stirring under argon over a period of 20 min. The mixture is stirred for another 1/2 h and a solution of 30.35 g (0.0902 mole) of 2-[3-(2-methoxyethoxymethoxy)propyl]-2-(2-methoxyethoxymethoxy)-γ-butyrolactone in 30 ml of ether is added dropwise over a period of 10 min. The mixture is stirred at -78° C. for 2 h, allowed to warm up to -20° C., quenched with 15 ml of saturated aqueous ammonium chloride and washed with water and brine. The ether layer is dried (MgSO4) and evaporated to give 2,5-bis-(2-methoxyethoxymethoxy)-3-nicotinoyl-hexan-1-one as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05371096 |
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| Source dataset | uspto-grants-1994_12 |
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| ORD ID | ord-a756c11a81654a0db320023eed030fcd |
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| Source note | uspto-grants-1994_12 |
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