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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1034535Generated: October 30, 2026

Thionyl Chloride → HCID 57968127, compound

https://huagongshe.com/reaction/1034535

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
ReactantAmmonium ChlorideHCID 25517—
Reactant4-((6-(Acryloyloxy)hexyl)oxy)benzoic acidHCID 3713565—
ReactantHCID 19894591HCID 19894591—
SolventTetrahydrofuranHCID 8028—
SolventTriethylamineHCID 8471—
ProductHCID 57968127HCID 5796812759.9%

Reaction Steps

4-{[6-(acryloyloxy)hexyl]oxy}benzoic acid (4) (2.8 g (grams)) was dissolved in tetrahydrofurane (THF, 100 ml (milliliters)) at a room temperature, and a temperature of the resulting mixture was adjusted to a temperature of 0° C. (Celsius). Then, thionyl chloride (12 ml (milliliters), 1M in THF) was added to the mixture, and stirred for 30 minutes. Then, 4-(6-bromohexyloxy)phenol (2.5 g (grams)) and triethyl amine (13 ml (milliliters)) were added to the resulting reaction mixture, stirred at 0° C. (Celsius) for 1 hour, and then stirred at a room temperature overnight. Next day, a saturated ammonium chloride aqueous solution was poured into the reaction mixture, and the reaction was completed. The resulting reaction mixture was extracted three times with ethyl acetate (50 ml (milliliters)), and waster was removed over magnesium sulfate. Then, the solvents were evaporated, and the resulting reaction mixture was then purified using a column chromatography (developer solution: ethylacetate/hexane=1/2 volume ratio) to obtain 4-(6-bromo hexyloxy)phenyl 4-{[6-(acryloyloxy)hexyl]oxy}benzoate (5) (3 g (grams)).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08545717B2
Source datasetuspto-grants-2013_10
ORD IDord-6443f120eee842b89ebc7183e3ed6996
Source noteuspto-grants-2013_10