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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1741667Generated: October 31, 2026

Benzyl Bromide → HCID 178515726, compound

https://huagongshe.com/reaction/1741667

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl BromideHCID 7498—
ReactantAmmonium ChlorideHCID 25517—
ReactantButyllithiumHCID 178418339—
ReactantHCID 178517688HCID 178517688—
SolventTetrahydrofuranHCID 8028—
ProductHCID 178515726HCID 178515726—

Reaction Steps

A solution of the compound of Example 2 (0.5 g) in dry tetrahydrofuran (20 ml) was cooled to -78° C. and n-butyl lithium (0.72 ml of a 1.6M solution in hexanes) was added with stirring. After 15 minutes benzyl bromide (0.14 ml) was added. The solution was allowed to warm to room temperature then heated to reflux for 3 hours, cooled and poured into saturated ammonium chloride solution (20 ml). This mixture was extracted with ethyl acetate and the organic layers dried (MgSO4). The residue was purified by chromatography on silica gel eluting with ethyl acetate-petroleum ether (1:3) to give the title compound, mp 154°-156° C.; found: C, 61.66; H, 4.05; N, 7.64; C28H21F6N3O2 requires: C, 61.65; H, 3.88; N, 7.70.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05334606
Source datasetuspto-grants-1994_08
ORD IDord-2bbf37d215a94ede949135ba0f44c5d5
Source noteuspto-grants-1994_08