Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1799414Generated: November 1, 2026

Sodium hydride → HCID 59516112, compound

https://huagongshe.com/reaction/1799414

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantDi-tert-butyl bicarbamateHCID 85431—
ReactantMethyl 4-(bromomethyl)benzoateHCID 256687—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59516112HCID 59516112100.7%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08344016B2
Source datasetuspto-grants-2013_01
ORD IDord-fab559be9f504da080681a0653176a78
Source noteuspto-grants-2013_01