Ammonia → (+/-)-cis-6-(2-Aminoethyl)-1,3-dioxane-4acetic acid

Temperature

45 °C

A solution of 1.04 g (4.88 mmol) of (±)-cis-6-(cyanomethyl)-1,3-dioxane-4-acetic acid in 100 mL of methanol saturated with anhydrous ammonia is added to a Parr shaker bottle containing 0.53 g of water wet Raney nickel #30. The solution is heated at 45° C. and 50 pounds per square inch gage (psig) hydrogen pressure for 17 hours. The suspension is cooled and filtered to remove the Raney nickel through filter aid and the precipitate washed with methanol. The filtrate is concentrated at reduced pressure. The residue is dissolved in methanol saturated with anhydrous ammonia, treated with decolorizing charcoal, filtered through filter aid and evaporated to give 0.56 g of (±)-cis-6-(2-aminoethyl)-1,3-dioxane-4-acetic acid.

1. temperatureThe suspension is cooled
2. filtrationfiltered
3. customto remove the Raney nickel
4. filtrationthrough filter aid
5. washthe precipitate washed with methanol
6. concentrationThe filtrate is concentrated at reduced pressure
7. dissolutionThe residue is dissolved in methanol saturated with anhydrous ammonia
8. additiontreated with decolorizing charcoal
9. filtrationfiltered
10. filtrationthrough filter aid
11. customevaporated

ORD record

ord-4f6fb8f5ab404f4f99d97d07ed54b86d

Source dataset

uspto-grants-1993_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05216174