HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sulfuric Acid → 4-(Hydroxymethyl)pyridine-2-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | 4-(Tert-butyldimethylsilyloxymethyl)pyridinecarbonitrile | HCID 14541448 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 4-(Hydroxymethyl)pyridine-2-carbonitrile | HCID 10725391 | 78.8% |
Reaction Steps
In ethanol, 4-(tert-butyldimethylsilyloxymethyl)pyridine-2-carbonitrile (260 mg, 1.1 mmol) synthesized in Production Example 86 was dissolved, and concentrated sulfuric acid (123 μL, 2.3 mmol) was added thereto. The mixture was refluxed overnight. After the completion of the reaction was confirmed by HPLC, the reaction mixture was allowed to cool down to a room temperature, and the solvent was distilled off. The resulting residue was dissolved in ethyl acetate and washed with water and a saturated saline solution in order. Thereafter, the organic layer was dried over magnesium sulfate, and the solvent was distilled off. Thus the title compound (111 mg, 78.8%) was obtained as a yellowish white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09365553B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-1add06800e3d4d15ab6cc5487bcbd640 |
| Source note | uspto-grants-2016_06 |