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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1885462Generated: October 31, 2026

1-Bromohexadecane → 2-[(Hexadecyloxy)methyl]-4-heneicosyn-1-ol

https://huagongshe.com/reaction/1885462

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-BromohexadecaneHCID 8213—
ReactantSodium hydrideHCID 24758—
Reactant2-(2-Nonadecynyl)-1,3-propanediolHCID 19764360—
SolventDimethylformamideHCID 6228—
Product2-[(Hexadecyloxy)methyl]-4-heneicosyn-1-olHCID 19764322—

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of 5.0 g of 2-(2-nonadecynyl)-1,3-propanediol, 75 ml of N,N-dimethylformamide, 710 mg of 60% sodium hydride and 5.4 ml of hexadecyl bromide is heated at 70° C. for 2 hours and then evaporated. The residue is purified by flash chromatography with an ethyl acetate:petroleum ether gradient to give 5.8 g of the desired compound as white crystals, mp. 46°-47° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05144045
Source datasetuspto-grants-1992_09
ORD IDord-c086d78a72a64607b5a770999ce07443
Source noteuspto-grants-1992_09