HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 70447662, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Borohydride | HCID 28123 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | Methyl 3-t-butoxycarbonylamino-4-oxoazetidine-2-carboxylate | HCID 12762152 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 70447662 | HCID 70447662 | 50.8% |
Reaction Steps
A solution of 2.0 g (8.2 mmole) of methyl 3-t-butoxycarbonylamino-4-oxoazetidine-2-carboxylate in 20 ml of tetrahydrofuran is cooled in ice and a solution of 0.75 g (20 mmole) sodium borohydride in 10 ml of water is added. The mixture is stirred 20 min at 0° and then 1.5 hr at room temperature. Acetic acid is added dropwise to decompose the excess borohydride and the mixture is concentrated in vacuum. The residue is diluted with brine and extracted with ethyl acetate. The organic phase is washed with brine and 5% NaHCO3 ; dried over magnesium sulfate and evaporated to dryness to give 0.9 g (50%) of the title product as white crystals, mp 128°-131°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04072674 |
| Source dataset | uspto-grants-1978_02 |
| ORD ID | ord-6d6b6bfc71e44fb499d3984258d48391 |
| Source note | uspto-grants-1978_02 |