Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | Dibenzylamine | HCID 7656 | — |
| Reactant | 5-Bromopentanenitrile | HCID 79435 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 22401907 | HCID 22401907 | 108.9% |
Reaction Steps
A solution of 5-bromopentanonitrile (16.20 g) in dry dimethylformamide (100 ml) was added dropwise over 15 minutes to a stirred solution of dibenzylamine (19.73 g) and N,N-diisopropylethylamine (35 ml 26 g) in dry dimethylformamide (100 ml). The solution was heated (oil bath 110° C.) for 4 hours and was allowed to cool. The solution was poured onto a mixture of saturated aqueous sodium chloride (400 ml) and water (400 ml) and the mixture was extracted with ether (2×200 ml). The extracts were dried (Na2SO4) and concentrated in vacuo to give a mobile oil (30.32 g). The oil was chromatographed on silica with eluant diethyl ether to give the title compound (23.17 g) as an oil which was used without further purification in Example 14.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05321047 |
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| Source dataset | uspto-grants-1994_06 |
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| ORD ID | ord-10ac445166d9474ea3574c7267a9f1c1 |
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| Source note | uspto-grants-1994_06 |
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