HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 615036Generated: October 31, 2026
3-Chloro-1,2-propanediol → 2,3-Dihydroxypropyl 4-(n-hexadecylamino)benzoate
https://huagongshe.com/reaction/615036
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 3-Chloro-1,2-propanediol | HCID 7290 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 4-(Hexadecylamino)benzoic acid | HCID 47263 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Hexamethylphosphoramide | HCID 12679 | — |
| Product | 2,3-Dihydroxypropyl 4-(n-hexadecylamino)benzoate | HCID 13019380 | — |
Reaction Steps
A solution of 7.35 g of 4-(n-hexadecylamino)benzoic acid in 50 ml of hexamethylphosphoramide is treated with 4.80 g of 25% aqueous sodium hydroxide followed by 11.0 g of 3-chloro-1,2-propanediol and then is heated at 140° C. for 6 hours. The mixture is diluted with water and ether and filtered to yield a white solid. Recrystallization from acetonitrile and then from carbon tetrachloride affords analytically pure 2,3-dihydroxypropyl 4-(n-hexadecylamino)benzoate, mp 112°-113° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04146546 |
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| Source dataset | uspto-grants-1979_03 |
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| ORD ID | ord-07aff8eedda94d3f8298ed83bc4ff012 |
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| Source note | uspto-grants-1979_03 |
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