HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-Methylbenzylamine → HCID 53415283, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-Methylbenzylamine | HCID 7669 | — |
| Reactant | 3-Oxo-azetidine-1-carboxylic acid tert-butyl ester | HCID 1519404 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 53415283 | HCID 53415283 | 86.6% |
Reaction Steps
To a solution of 1-Boc-azetidin-3-one 1d (1.0 g, 5.85 mmol) and N-methyl-benzylamine 6a (1.02 g, 8.43 mmol) in 1,2-dichloroethane (12 mL) and acetic acid (1 mL) was added Na(OAc)3BH (1.30 g, 6.13 mmol). The reaction mixture was stirred at room temperature for 20 h. The reaction was quenched by the addition of aq. NaHCO3. The resulting mixture was extracted with CH2Cl2. The organic solution was dried over Na2SO4 and concentrated. Purification by flash column chromatography (silica gel, 40% EtOAc/heptane) gave compound 6b (1.40 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08759533B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-61bd0ca977ef4ad1bdbfcac7fddc11f6 |
| Source note | uspto-grants-2014_06 |