Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | Methyl 2-(3-cyanopyridin-4-YL)acetate | HCID 53419517 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 66803790 | HCID 66803790 | 76.8% |
Reaction Steps
1.58 g of (3-cyano-pyridine-4-yl)-acetic acid methyl ester was dissolved in 18 mL of ethanol and slowly added with 682 mg of sodium borohydride at −0° C. and stirred for about 2 hours. The above mixture was added with 3 mL of saturated solution of ammonium chloride, diluted with 200 mL ethylacetate. Then, the organic solvent layer was washed with water, and saturated solution of sodium chloride, dried with anhydrous sodium sulfate and filtered. The filtrate was concentreated under reduced pressure and a silica gel column chromatography was performed on the resulting residue by using a mixed eluant of methylene chloride and methanol, wherein methylene chloride and methanol are mixed in 50:1 volume ratio, and 1.02 g (74%) of 4-(2-hydroxy-ethyl)-nicotinonitrile was obtained in colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07601736B2 |
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| Source dataset | uspto-grants-2009_10 |
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| ORD ID | ord-e195e815ab8a474591b683a2e21efdf7 |
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| Source note | uspto-grants-2009_10 |
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