Water → HCID 20800783, compound

Temperature

70 °C

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.

1. temperatureheating
2. customthe mixture was evaporated
3. dissolutionThen, the residue was dissolved in 100 ml of methanol
4. temperaturethe mixture was cooled to 0° C
5. additionwas added
6. customthe mixture was evaporated
7. dry with materialAfter drying the organic layer over magnesium sulfate
8. customthe mixture was evaporated
9. customto give a crude product

ORD record

ord-deb1b5f531e546e3a4c5d349d5889c5d

Source dataset

uspto-grants-2005_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06906072B1