Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 432549Generated: October 29, 2026

Water → 4-{4-[6-(Allyloxy)hexyl]phenyl}-7-phenyl-1,10-phenanthroline

https://huagongshe.com/reaction/432549

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAllyl bromideHCID 7841—
ReactantSodium hydrideHCID 24758—
Reactant6-[4-(7-Phenyl-1,10-phenanthrolin-4-yl)phenyl]hexan-1-olHCID 18759600—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product4-{4-[6-(Allyloxy)hexyl]phenyl}-7-phenyl-1,10-phenanthrolineHCID 18759602—

Reaction Conditions

Temperature35 °C

Reaction Steps

A 60% dispersion of NaH in mineral oil (76.1 mg) is suspended in DMF (10 ml). To this suspension is added 6-[4-(7-phenyl-1,10-phenanthrolin-4-yl)phenyl]hexan-1-ol (657 mg) followed by mixing at room temperature for 3 hrs. Allyl bromide (242 mg) is then added and the mixture is stirred at 35° C. for 24 hours, or until the reaction is judged complete by TLC. Excess NaH is carefully reacted with water and the reaction mixture is then diluted with ethyl acetate. The organic layer is washed with aqueous 6 M NaCl, dried over MgSO4, concentrated by roto-evaporation, and purified by column chromatography on silica gel to give the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06664111B2
Source datasetuspto-grants-2003_12
ORD IDord-61c5e826bf2346e197f3507d346fa50c
Source noteuspto-grants-2003_12