HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → tert-Butyl 3-hydroxy-3-methylazetidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | 3-Oxo-azetidine-1-carboxylic acid tert-butyl ester | HCID 1519404 | — |
| Reactant | HCID 178420675 | HCID 178420675 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | tert-Butyl 3-hydroxy-3-methylazetidine-1-carboxylate | HCID 54751705 | — |
Reaction Steps
tert-Butyl 3-oxoazetidine-1-carboxylate (1 g) and THF (20 ml), which had been cooled to 0° C., were mixed, and a 1.12M methylmagnesium bromide/THF solution (10 ml) was added thereto, followed by stirring at the same temperature for 1 hour. Water and EtOAc were added to the reaction mixture, the organic layer was dried over Na2SO4, and the solvent was concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane/EtOAc) to obtain tert-butyl 3-hydroxy-3-methylazetidine-1-carboxylate (1.0 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09051283B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-8771d95783894d88a0c329734088bdda |
| Source note | uspto-grants-2015_06 |