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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1615797Generated: November 3, 2026

Allyl bromide → HCID 58118695, compound

https://huagongshe.com/reaction/1615797

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAllyl bromideHCID 7841—
ReactantSodium hydrideHCID 24758—
ReactantHCID 70804527HCID 70804527—
SolventDimethylformamideHCID 6228—
ProductHCID 58118695HCID 58118695—

Reaction Steps

A solution of tert-butyl (8R)-8-(3,5-difluorophenyl)-8-methyl-10-oxo-6,9-diazaspiro[4.5]decane-6-carboxylate (500 mg, 1.314 mmol) in 2 ml of DMF was added to a suspension of sodium hydride (49.8 mg, 1.971 mmol). When the gas evolution had ceased, allyl bromide (0.171 mL, 1.971 mmol) was added to the ice cooled solution. After 18 hours, the reaction was quenched with brine and extracted with ethyl acetate (3×30 mL). The combined organic layers were washed with brine, dried over Na2SO4, filtered and concentrated in vacuo. The oily residue was purified on silica gel, eluting with a gradient of ethyl acetate:hexanes—0:100 to 50:50. The clean fractions were concentrated in vacuo to yield the title compound. MS: m/z=421 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08765759B2
Source datasetuspto-grants-2014_07
ORD IDord-83af7e638c764b3b9e5f22e609681b2d
Source noteuspto-grants-2014_07