HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-Methyl-2-phenylpropanal
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | beta,beta-Dimethylbenzeneethanol | HCID 219535 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 2-Methyl-2-phenylpropanal | HCID 283879 | 91.6% |
Reaction Steps
To a solution of 2-methyl-2-phenyl-propan-1-ol (13.3 g, 87.0 mmol) in DMSO (150 mL) was added triethylamine (24.7 mL, 178.0 mmo) at rt, followed by pyridine sulfuric oxide (28.6 g, 180.0 mmol). The mixture was stirred for 2.5 h at rt. Water was added and the resulting mixture was extracted with dichloromethane. The organic layer was dried over anhydrous sodium sulfate and concentrated to obtain the crude product 2-methyl-2-phenyl-propionaldehyde (12.0 mg, 91.6%), which was used to the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08362049B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-2bacee6f3a5a418ea303bb1ae90ae687 |
| Source note | uspto-grants-2013_01 |