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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1156115Generated: November 1, 2026

p-Toluenesulfonic acid → 3-Hydroxypropyl 3-fluoro-4-(hexadecylamino)benzoate

https://huagongshe.com/reaction/1156115

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant1,3-PropanediolHCID 10442—
ReactantMethyl 3-fluoro-4-(hexadecylamino)benzoateHCID 20536536—
Product3-Hydroxypropyl 3-fluoro-4-(hexadecylamino)benzoateHCID 20536465—

Reaction Steps

A mixture of 2.25 g of methyl 3-fluoro-4-(hexadecylamino)benzoate, 280 mg of 1,3-propanediol and 1.37 g. of p-toluenesulfonic acid is heated at 180° C. for 18 hours and then is partitioned between ether and 3% aqueous sodium carbonate solution. The ether layer is separated, dried, and evaporated to yield 3-hydroxypropyl 3-fluoro-4-(hexadecylamino)benzoate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04333940
Source datasetuspto-grants-1982_06
ORD IDord-f47dab4153c14b71ab5ae0d1beb68522
Source noteuspto-grants-1982_06