HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl morpholine oxide → 5-Phenyl-1-(2-thienylsulfonyl)-1H-pyrrole-3-carbaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl morpholine oxide | HCID 82029 | — |
| Reactant | [5-Phenyl-1-(2-thienylsulfonyl)-1H-pyrrol-3-yl]methanol | HCID 66924716 | — |
| Catalyst | HCID 178419074 | HCID 178419074 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 5-Phenyl-1-(2-thienylsulfonyl)-1H-pyrrole-3-carbaldehyde | HCID 86232844 | 57% |
Reaction Steps
To a solution (20 mL) of [5-phenyl-1-(2-thienylsulfonyl)-1H-pyrrol-3-yl]methanol (480 mg) in acetonitrile were added tetra-n-propylammonium perruthenate (80 mg), N-methylmorpholine N-oxide (407 mg) and molecular sieves 4A powder (500 mg), and the mixture was stirred at room temperature for 1.5 hr. The reaction mixture was diluted with ethyl acetate, filtered through celite, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane-ethyl acetate=4:1→3:2) to give the title compound as colorless crystals (yield 272 mg, 57%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08048909B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-14b2b850701c4e458a0291b2acc9eb75 |
| Source note | uspto-grants-2011_11 |