Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | 6-Chloro-1-hexyne | HCID 272001 | — |
| Reactant | Phthalimide potassium salt | HCID 24194345 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-(5-Hexynyl)phthalimide | HCID 3346053 | 40.1% |
Reaction Steps
To potassium phthalimide (37.5 g) in dimethylformamide (400 ml) at 100° C. was added dropwise 1-chloro-5-hexyne (23.67 g) in dimethylformamide (100 ml). The reaction mixture was stirred at 100° C. for a further hour, cooled and stirred at room temperature overnight. The mixture was poured on to ice/water to give an oil, which on trituration gave as a white solid N-5-hexynyl phthalimide (18.35 g), m.p. 74°-6° C. (recrystallisation from ethanol).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04732980 |
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| Source dataset | uspto-grants-1988_03 |
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| ORD ID | ord-aee4997577d0402ebbb350151634c4da |
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| Source note | uspto-grants-1988_03 |
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