HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetone → 2-((4S)-2,2-dimethyl-1,3-dioxolan-4-yl)ethan-1-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetone | HCID 180 | — |
| Reactant | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Reactant | 1,2,4-Butanetriol, (2S)- | HCID 640997 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | 2-((4S)-2,2-dimethyl-1,3-dioxolan-4-yl)ethan-1-ol | HCID 11051805 | 73% |
Reaction Steps
To (S)-(−)-1,2,4-butanetriol (30 g, 283 mmol), acetone (200 ml) and p-toluenesulfonic acid monohydrate (1.4 g, 7.36 mmol) were added and the mixture was stirred at room temperature overnight. To the reaction mixture, triethylamine (4 ml) was added and the mixture was concentrated. The residue was purified by silica gel column chromatography (silica gel 350 g, elution solvent: ethyl acetate/heptane=18/82→6/4) to obtain the title compound (30.2 g, yield: 73%) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07425634B2 |
| Source dataset | uspto-grants-2008_09 |
| ORD ID | ord-04af0095008b4cd78aebe16ce0e35939 |
| Source note | uspto-grants-2008_09 |