Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1432099Generated: October 30, 2026

Allyl bromide → HCID 45789233, compound

https://huagongshe.com/reaction/1432099

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAllyl bromideHCID 7841—
ReactantSodium hydrideHCID 24758—
ReactantN-Benzyloxycarbonyl-beta-alanineHCID 75313—
SolventCitric AcidHCID 311—
SolventDimethylformamideHCID 6228—
SolventTetrahydrofuranHCID 8028—
ProductHCID 45789233HCID 45789233—

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 2.5 g (11.2 mmol) 3-benzyloxycarbonylamino-propionic acid in 30 ml DMF and 30 ml THF are added 1.34 g (33.6 mmol, 60% suspension in mineral oil) NaH and the mixture is heated at 60° C. for 3 h. After cooling down 1.42 ml (16.8 mmol) allyl bromide are added. After stirring for 40 h at rt the mixture is diluted with 10% citric acid and extracted three times with EtOAc. The combined organic layers are washed with water, dried with sodium sulfate and the volatiles are removed in vacuo. The residue is chromatographed on silica gel (hexane/EtOAc 3:1), yielding the title product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07612055B2
Source datasetuspto-grants-2009_11
ORD IDord-18c9094c289241259ad93c06327e300a
Source noteuspto-grants-2009_11