HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl morpholine oxide → 2-(2-Chloro-5-methoxy-phenyl)-1-(2-chloro-pyridin-4-yl)-propan-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl morpholine oxide | HCID 82029 | — |
| Reactant | 2-(2-Chloro-5-methoxy-phenyl)-1-(2-chloro-pyridin-4-yl)-propan-1-ol | HCID 86629105 | — |
| Catalyst | HCID 178419074 | HCID 178419074 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-(2-Chloro-5-methoxy-phenyl)-1-(2-chloro-pyridin-4-yl)-propan-1-one | HCID 86629106 | 81.2% |
Reaction Steps
2-(2-Chloro-5-methoxy-phenyl)-1-(2-chloro-pyridin-4-yl)-propan-1-ol (140 mg) was dissolved in CH2Cl2 (20 mL). To this solution was added 3 Å molecular sieves (140 mg) and then tetrapropylammonium perruthenate (15.8 mg) and 4-methyl-morpholine-4-oxide (121 mg). The mixture was allowed to stir for 2 hours. The reaction mixture was applied directly to a silica gel column and the column was eluted with ethyl acetate:heptane=3:7. The appropriate fractions were combined and evaporated to give the title compound as a colorless gum (113 mg, 81%). MS (neg. ion, m/e)=308.4 [(M−H)−].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08138189B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-106c8368d2f44995b1fb341ea42d86e5 |
| Source note | uspto-grants-2012_03 |