HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-Methylmorpholine N-oxide monohydrate → HCID 23369552, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-Methylmorpholine N-oxide monohydrate | HCID 2724197 | — |
| Reactant | HCID 23369618 | HCID 23369618 | — |
| Catalyst | Osmium Tetroxide | HCID 30318 | — |
| Solvent | Acetone | HCID 180 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | tert-Butanol | HCID 6386 | — |
| Product | HCID 23369552 | HCID 23369552 | 152.7% |
Reaction Steps
5-Methyl-2-vinyl-2,3,6,7-tetrahydrofuro-[2,3-f]-quinoline-7-one (1.5 g, 6.61 mmol) was dissolved in a solvent mixture of t-butanol (200 ml), acetone (200 ml) and water (100 ml). A solution (14 ml) of 0.16 N osmium tetraoxide and t-butanol, and N-methyl morpholine N-oxide hydrate (3.57 g, 3.46 mmol) were added to the mixture, and stirred at room temperature for 10 hours. The reaction mixture was condensed under reduced pressure, and the residue was purified by silica gel column chromatography (eluent=chloroform: methanol m 4:1) to obtain crude crystals. The obtained crude crystals were recrystallized from chloroform--methanol--ether to obtain 1.38 g of the title compound as colorless powdery crystals (80.0%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05576324 |
| Source dataset | uspto-grants-1996_11 |
| ORD ID | ord-67fafe4ee90d4efca660b9296576ebc6 |
| Source note | uspto-grants-1996_11 |