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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1955119Generated: November 1, 2026

Ammonium Chloride → HCID 10740673, compound

https://huagongshe.com/reaction/1955119

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
ReactantSodium borohydrideHCID 4311764—
ReactantHCID 54360958HCID 54360958—
CatalystCuprous chlorideHCID 62652—
SolventMeOH tetrahydrofuranHCID 21899815—
ProductHCID 10740673HCID 1074067399.8%

Reaction Conditions

Temperature0 °C

Reaction Steps

A soluiton of 150 mg(0.36 mmol) of the compound of Example 23 and 54 mg(0.54 mmol) of copper [I] chloride in 15 mL 1:1 Methanol-THF at 0° C. was treated with 136 mg(3.6 mmol) of sodium borohydride. The solution was stirred at 0° C. for 30 min and then warmed to ambient temperature for 1 h. The solution was treated with 2 mL saturated ammonium chloride solution, followed by filtration through celite. The filtrate was concentrated in vacuo and the residue was diluted with ethyl acetate and extracted with water (3×). Drying (Na2SO4) and concentration in vacuo afforded 150 mg(99%) of the title compound as a white solid. 1H NMR (CDCl3) δ7.60, 7.34, 7.33, 6.91, 6.81, 6.21, 5.97, 4.81, 4.15, 4.08, 3.82, 3.72, 3.65, 2.87, 2.62, 2.04, 1.26.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06124334
Source datasetuspto-grants-2000_09
ORD IDord-3ce710f8dde941f685af55adddc4f9ee
Source noteuspto-grants-2000_09