HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl 2-formylbenzoate → HCID 66601480, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl 2-formylbenzoate | HCID 243003 | — |
| Reactant | Tert-butyl 3-aminoazetidine-1-carboxylate | HCID 1516507 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 66601480 | HCID 66601480 | 87.3% |
Reaction Steps
To a solution of 1-Boc-3-aminoazetidine 1a (1.0 g, 5.8 mmol) and methyl 2-formylbenzoate 2a (0.95 g, 5.8 mmol) in 1,2-dichloroethane (30 mL) and acetic acid (1.5 mL) was added Na(OAc)3BH (1.29 g, 6.08 mmol) at room temperature. The reaction was stirred for 5.5 h. It was quenched with aq. NaHCO3, and 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 2b (1.46 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08759533B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-c08899423d6844d49c87bbc52d58571b |
| Source note | uspto-grants-2014_06 |