HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-Butyl methyl ether → HCID 117600279, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-Butyl methyl ether | HCID 15413 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 2-Methyl-1,3,4-oxadiazole | HCID 558447 | — |
| Reactant | 3-Bromo-5-(trifluoromethyl)benzaldehyde | HCID 16115438 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 117600279 | HCID 117600279 | — |
Reaction Steps
2.79 g (33.2 mmol) of 2-methyl-1,3,4-oxadiazole are dissolved in 45 ml THF at −5° C., 33.2 mmol (25.54 ml) of isopropyl magnesium chloride-lithium chloride complex are added during 20 minutes while the temperature is kept <0° C. The mixture is kept at 0° C. for 30 minutes, then 0.8 Eq (6.7 g) of 3-Bromo-5-trifluoromethyl-benzaldehyde are added and the resulting mixture is allowed to reach RT and stirred for additional 60 minutes. The reaction is then stopped by the addition of 10 ml saturated NH4Cl solution. 50 ml MTBE are added, the organic phase is separated, washed with brine and dried over MgSO4. The solvent is removed in vacuo and the crude material (9 g) is used without further purification in the next step:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09199947B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-c739b3feb479468aab6b76fc13d2cde0 |
| Source note | uspto-grants-2015_12 |