HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phosphate → 3-Phenylacetamido-4-(2-hydroxyethyl)-2-azetidinone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phosphate | HCID 1061 | — |
| Reactant | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Reactant | 1-(2-Tetrahydropyranyl)-3-phenylacetamido-4-[2-(2-tetrahydropyranyl)oxyethyl]-2-azetidinone | HCID 54145837 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 3-Phenylacetamido-4-(2-hydroxyethyl)-2-azetidinone | HCID 12804736 | — |
Reaction Steps
A solution of 1-(2-tetrahydropyranyl)-3-phenylacetamido-4-[2-(2-tetrahydropyranyl)oxyethyl]-2-azetidinone in methanol at 25° C. is treated with 0.1 molar equivalent of p-toluenesulfonic acid monohydrate. The solution is stirred for a period of 2 hours and then neutralized with 1 M pH 7 phosphate buffer. The product is extracted into ethyl acetate. The ethyl acetate solution is washed with brine, dried over magnesium sulfate and filtered. The filtrate is evaporated under reduced pressure to give 3-phenylacetamido-4-(2-hydroxyethyl)-2-azetidinone.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04224336 |
| Source dataset | uspto-grants-1980_09 |
| ORD ID | ord-ea8cdd94150e48d29a1b4c8f95459dc3 |
| Source note | uspto-grants-1980_09 |