Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | N-(4-Bromobutyl)phthalimide | HCID 93575 | — |
| Reactant | HCID 178516071 | HCID 178516071 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 19103968 | HCID 19103968 | 23.5% |
Reaction Steps
A mixture of 2-hydroxypyridine (6.0 g), N-(4-bromobutyl)phthalimide (17.8 g), potassium carbonate (8.7 g) and N,N-dimethylformamide (DMF) (80 ml) was stirred at 100° C. for 3 hours. The reaction mixture was poured into water and extracted with ethyl acetate. The ethyl acetate layer was washed with water and dried (MgSO4), then the solvent was distilled off under reduced pressure. The oily residue was subjected to a silica gel column chromatography. From the fraction eluted with chloroform-ethyl acetate (4:1 v/v), N-[4-(2-pyridyloxy)butyl]phthalimide (4.4 g, 23%) was obtained Recrystallization of the product from ether gave colorless prisms, m.p. 77° C. to 78° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05280022 |
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| Source dataset | uspto-grants-1994_01 |
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| ORD ID | ord-85bcc22e94fe4a97a984ce9d70cbd22a |
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| Source note | uspto-grants-1994_01 |
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