HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 2-Isopropyl-6-methylbenzaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Magnesium | HCID 5462224 | — |
| Reactant | 2-Bromo-1-isopropyl-3-methylbenzene | HCID 14534570 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | 2-Isopropyl-6-methylbenzaldehyde | HCID 12467047 | 33% |
Reaction Steps
To a solution of 1-bromo-2-isopropyl-6-methylbenzene (6.9 g, 32.4 mmol) in diethyl ether (50 ml) was added magnesium turnings (0.9 g, 37 mmol) and the mixture was refluxed in nitrogen atmosphere until the reaction was started and was then stirred overnight at room temperature. Dimethylformamide (4 ml) was added dropwise during 10 min. and the mixture was stirred for 30 min. Saturated ammmoniumchloride solution (30 ml) was added and the mixture was stirred for 1 h. The organic layer was separated, filtrated and evaporated under reduced pressure. Purification by column chromatography on silica gel using hexane:methylene chloride (3:2) as eluent gave 1.75 g (33%) of the title compound .
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06313137B1 |
| Source dataset | uspto-grants-2001_11 |
| ORD ID | ord-bb5ea198fbde4afeb2dd934f21b8792d |
| Source note | uspto-grants-2001_11 |