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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2166432Generated: October 31, 2026

Chloroform → 1-Hexadecyloxy-3-(4-bromobutylaminocarbonyloxy)-2-methylenepropane

https://huagongshe.com/reaction/2166432

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroformHCID 6212—
Reactant3-Hexadecyloxy-2-methylenepropan-1-olHCID 11358886—
Reactant1-Bromo-4-isocyanatobutaneHCID 14971584—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDiethyl EtherHCID 3283—
Product1-Hexadecyloxy-3-(4-bromobutylaminocarbonyloxy)-2-methylenepropaneHCID 23039605—

Reaction Conditions

Temperature22 °C

Reaction Steps

3-Hexadecyloxy-2-methylenepropane-1-ol (from Preparation 1) (2.0 g) was dissolved in ether (40 ml). 4-Dimethylaminopyridine (0.16 g) and 4-bromobutyl isocyanate (1.6 g) were added, and the mixture was stirred for 22 hours at 22° C. Chloroform (40 ml) was added, and the mixture was purified through a column of silica gel 60 (70-230 mesh, 20 g) eluting with ether/chloroform 1:1. Further purification was achieved by chromatography on a Waters PrepLC®/System 500A using a prepPAK®-500/SILICA cartridge with ether/chloroform 1:1 as eluent.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04945098
Source datasetuspto-grants-1990_07
ORD IDord-26857d8351d94a44b3a9628a154e44c4
Source noteuspto-grants-1990_07