HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 3,3-Dimethyl-1-(2-nitrophenyl)butan-2-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 2-Nitrotoluene | HCID 6944 | — |
| Reactant | Pivalaldehyde | HCID 12417 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3,3-Dimethyl-1-(2-nitrophenyl)butan-2-ol | HCID 59253816 | 54% |
Reaction Steps
To 153.9 g (1.12 mol) of 2-nitrotoluene in 900 ml of DMF are added, within one hour, 4.5 g (80.2 mmol) of KOH and simultaneously 193.3 g (2.24 mol) of pivalaldehyde. Subsequently, first a further 0.5 equivalent of pivalaldehyde is added and the mixture is stirred at RT for one hour, then another 0.5 equivalent of pivalaldehyde is added and the mixture is stirred at room temperature for a further 2 hours. The mixture is acidified with 40 ml of 10 percent aqueous hydrochloric acid until the color changes (pH 4.5) and a majority of the DMF is distilled off under reduced pressure. After the residue has been distilled at 130° C./0.9 mbar, 136.8 g (yield 54% of theory, purity (GC-MS 98%) of 3,3-dimethyl-1-(2-nitrophenyl)butan-2-ol are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08071824B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-36dfb98d33dc4519963ab3e80d23c9fb |
| Source note | uspto-grants-2011_12 |