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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 908536Generated: October 30, 2026

Benzophenone → HCID 13813644, compound

https://huagongshe.com/reaction/908536

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzophenoneHCID 3102—
ReactantHexaneHCID 8058—
Reactant5-BromopyrimidineHCID 78344—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
ProductHCID 13813644HCID 1381364448.4%

Reaction Conditions

Temperature-100 °C

Reaction Steps

A solution of 5-bromopyrimidine (10 g, 0.063 mol) in a mixture of dry THF (150 mL) and hexane (50 mL) was cooled to −100° C. To this cooled solution was added n-BuLi (4 g, 21 mL, 0.062 mol) over a period of 30 min and stirred for another 30 min. A solution of benzophenone (11.5 g, 0.063 mol) in dry THF (50 mL) was added to this at the same temperature over a period of 30 min. The reaction mixture was warmed slowly to RT and allowed to stir another 1 h at RT. The reaction was quenched with cold water (200 mL), ethyl acetate was added and the organic layer was separated. The organic layer was dried, concentrated and the crude product was purified by column chromatography on silica gel (up-to 25% ethyl acetate in pet. ether) to give the product (8 g). TLC: Pet. ether/EtOAc, 1:1, Rf=0.3

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08017620B2
Source datasetuspto-grants-2011_09
ORD IDord-d543dd9190c84f68be3fede8a1753172
Source noteuspto-grants-2011_09