Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 344239Generated: October 27, 2026

Benzyl Alcohol → Benzyl 5-Bromoamyl Ether

https://huagongshe.com/reaction/344239

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl AlcoholHCID 244—
ReactantWaterHCID 962—
Reactant1,5-DibromopentaneHCID 8100—
ReactantSodium hydrideHCID 24758—
SolventDimethylformamideHCID 6228—
ProductBenzyl 5-Bromoamyl EtherHCID 14221121100.9%

Reaction Steps

60% Sodium hydride (1.33 g) was suspended in dimethylformamide (40 ml), and benzyl alcohol (3 g) was added under ice-cooilng with stirring. The mixture was stirred at room temperature for 1 hr. The mixture was again ice-cooled, and 1,5-dibromopentane (6.4 g) was added, which was followed by stirring at room temperature for 3 hr. Water was added to the reaction mixture and the mixture was extracted with ethyl acetate. The organic layer was washed with brine, dried and the solvent was evaporated under reduced pressure to give 7.2 g of 5-benzyloxypentyl bromide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05864039
Source datasetuspto-grants-1999_01
ORD IDord-787681961d6941eeaafdd570c6fefc2a
Source noteuspto-grants-1999_01