HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyl chloroformate → 1-[(Benzyloxy)carbonyl]azetidine-3-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzyl chloroformate | HCID 10387 | — |
| Reactant | 3-azetidinecarboxylic Acid | HCID 93192 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Solvent | Oxolane--water (1/1) | HCID 21881883 | — |
| Product | 1-[(Benzyloxy)carbonyl]azetidine-3-carboxylic acid | HCID 10988214 | 102% |
Reaction Steps
To the solution of azetidine-3-carboxylic acid (1 g, 10 mmol) of tetrahydrofuran/water (50 ml:50 ml) was added NaHCO3 (2.05 g, 25 mmol). Then benzyloxycarbonyl chloride (2.02 g, 12 mmol) was added dropwise at 0° C. The mixture was stirred at room temperature overnight. The solvent was removed under reduced pressure and adjusted to pH=2, extracted with ethyl acetate. The residue was dried in vacuum. 2.4 g of crude 1-(benzyloxycarbonyl)azetidine-3-carboxylic acid was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08088760B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-4f591a9c53144b0ab762f22e27bb2ccc |
| Source note | uspto-grants-2012_01 |