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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2289366Generated: October 28, 2026

Ammonium Chloride → HCID 15476078, compound

https://huagongshe.com/reaction/2289366

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
ReactantGlycidyl tosylate, (R)-HCID 154187—
CatalystHCID 178478939HCID 178478939—
SolventTetrahydrofuranHCID 8028—
ProductHCID 15476078HCID 15476078190.2%

Reaction Conditions

Temperature-50 °C

Reaction Steps

In a 500 ml flask was put 18 ml of a 0.1 ML-1 solution of lithium copper tetrachloride in dried THF, followed by cooling to -50° C. The above prepared Grignard reagent was added thereto over 5 minutes, and the mixture was reacted at that temperature for 20 minutes. To the reaction mixture was added dropwise a solution of 8.07 g of (R)-glycidyl p-toluenesulfonate (produced by Aldrich Chemical Co., Inc.) in 70 ml of dried THF at the same temperature over 20 minutes through a dropping funnel, followed by further reacting for 1.5 hours. The resulting reaction mixture was poured into a saturated ammonium chloride aqueous solution and extracted with diethyl ether. The extract was washed twice with a saturated sodium chloride aqueous solution, and the solvent was removed by distillation under reduced pressure to obtain 10.1 g (95%) of a crude product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06093345
Source datasetuspto-grants-2000_07
ORD IDord-c10098b343d0402f9838b38aa281f156
Source noteuspto-grants-2000_07