Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Benzyl Bromide | HCID 7498 | — |
| Reactant | 3-Pyridinepropanol | HCID 17861 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Product | HCID 20800783 | HCID 20800783 | 77% |
Reaction Steps
5.00 g (36.4 mmol) of 3-pyridinepropanol was dissolved in 150 ml of acetonitrile, 4.55 ml (38.3 mmol) of benzylbromide was added, and the mixture was heated at 70° C. After 2 hours, heating was stopped, and the mixture was evaporated. Then, the residue was dissolved in 100 ml of methanol, and the mixture was cooled to 0° C. 4.12 g (109 mmol) of sodium borohydride was added thereto. After completion of the reaction, 50 ml of water was added thereto, and the mixture was evaporated. Then, the residue waspartitionedbetween ethylacetateand brine. After drying the organic layer over magnesium sulfate, the mixture was evaporated, to give a crude product. The crude product was subjected to 150 g of Cromatorex NH silica gel (ethyl acetate:hexane=1:6-1:1), to give 6.48 g (28.0 mmol, 77.0%) of the title compound as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06906072B1 |
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| Source dataset | uspto-grants-2005_06 |
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| ORD ID | ord-deb1b5f531e546e3a4c5d349d5889c5d |
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| Source note | uspto-grants-2005_06 |
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