HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 59516112, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Di-tert-butyl bicarbamate | HCID 85431 | — |
| Reactant | Methyl 4-(bromomethyl)benzoate | HCID 256687 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59516112 | HCID 59516112 | 100.7% |
Reaction Steps
NaH (362 mg, 9.04 mmol) was added to a stirred solution of Di-Tert-Butyl Hydrazodicarboxylate (2 g, 8.61 mmol) in anhydrous THF (50 ml). The reaction was stirred at ambient temperature for 10 minutes then treated with a solution of Methy 4-(Bromomethyl)Benzoate (1.98 g, 8.61 mmol) in anhydrous THF (20 ml). The reaction was stirred at ambient temperature for 4 hours. The reaction was partitioned between ether (˜100 ml) and water (˜100 ml). The layers were separated and the aqueous layer was re-extracted with ether (˜50 ml). The ether layers were combined, washed with brine (˜50 ml), dried (MgSO4), filtered and evaporated to yield the title compound (3.3 g, 100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08344016B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-fab559be9f504da080681a0653176a78 |
| Source note | uspto-grants-2013_01 |