Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzyl Alcohol | HCID 244 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | Alpha-Aminobutyric Acid | HCID 6657 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | HCID 86183876 | HCID 86183876 | — |
Reaction Steps
According to the above synthetic scheme, first, 18.1 g of aminobutyric acid, 87.5 ml of benzyl alcohol and 40.0 g of p-toluenesulfonic acid were dissolved in 175 ml of benzene and refluxed. The water formed was removed as the azeotrope with benzene. To the reaction solution were added 280 ml of diethyl ether and 280 ml of hexane to form a precipitate. This precipitate was separated by filtration and recystallized in an ether/ethanol mixed solution to effect purification. As a result, 53.8 mg of β-aminobutyric acid benzyl ester·p-toluenesulfonate were obtained as a white crystal. From the results of 1H-NMR spectrometry the synthesis of β-aminobutyric acid benzyl ester·p-toluenesulfonate was confirmed. The results of the 1H-NMR spectrometry are set forth below. The underlined portion shows the position of the corresponding proton in the compound. Further, in the NMR data, “Φ-” shows a phenyl group.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06495645B1 |
|---|
| Source dataset | uspto-grants-2002_12 |
|---|
| ORD ID | ord-cb57524bbbf14a0297f1a62a31b90695 |
|---|
| Source note | uspto-grants-2002_12 |
|---|