HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sulfuric Acid → 1-Phenyl-1,2-ethanediol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Styrene Oxide | HCID 7276 | — |
| Catalyst | Tetrabutylammonium hydrogen sulfate | HCID 94433 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | 1-Phenyl-1,2-ethanediol | HCID 7149 | 91% |
Reaction Steps
A 2 l stirrer fitted with reflux condenser, thermometer and dropping funnel was charged with 600 g of 0.1% strength H2SO4 and 2 g of tetrabutylammonium hydrogensulfate, and then, at 20° C. to 25° C., 200 g (1.67 mol) of styrene oxide (2) were added over the course of 1 h. When the dropwise addition was complete, the mixture was then stirred for 2 h and then worked up. 200 ml of diethyl ether were added to the reaction mixture, and the organic phase was washed until neutral with sodium carbonate solution and water, and dried over Na2SO4, and the solvent was distilled off under reduced pressure, leaving 223 g of crude product (91% pure according to GC).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07176176B2 |
| Source dataset | uspto-grants-2007_02 |
| ORD ID | ord-1707c85e4342412397a83f9aa5f4967d |
| Source note | uspto-grants-2007_02 |