HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl morpholine oxide → N-(5-Formylpyridin-2-yl)acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl morpholine oxide | HCID 82029 | — |
| Reactant | N-[5-(Hydroxymethyl)-2-pyridinyl]acetamide | HCID 54303828 | — |
| Catalyst | HCID 178419074 | HCID 178419074 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-(5-Formylpyridin-2-yl)acetamide | HCID 22113222 | — |
Reaction Steps
500 mg of powdered molecular sieve (4 Å) and 113 mg (0.96 mmol) of N-methylmorpholine N-oxide are added to a solution of the crude product from example 18A in 2 ml of dry dichloromethane. 11 mg (0.03 mmol) of tetrapropylammonium perruthenate are then added to the reaction mixture, which is then stirred at RT for 1 h. The mixture is purified directly by chromatography on a silica gel fritte (mobile phase: gradient dichloromethane/ethanol 100:1→10:1). All product-containing fractions are combined, the solvent is removed on a rotary evaporator and the residue is purified further by another silica gel chromatography (mobile phase: gradient dichloromethane/ethanol 200:1→5:1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08653109B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-bda9deef05e44e38a82bcd8a9e84e2dd |
| Source note | uspto-grants-2014_02 |