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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 619212Generated: October 26, 2026

Sodium Cyanide → 2-amino-3-((tetrahydro-2H-pyran-2-yl) oxy)-2-(((tetrahydro-2H-pyran-2-yl)-oxy)-methyl)-propanenitrile

https://huagongshe.com/reaction/619212

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CyanideHCID 8929—
ReactantAmmonium HydroxideHCID 14923—
ReactantAmmonium ChlorideHCID 25517—
Reactant2-Propanone, 1,3-bis[(tetrahydro-2H-pyran-2-yl)oxy]-HCID 11010660—
Product2-amino-3-((tetrahydro-2H-pyran-2-yl) oxy)-2-(((tetrahydro-2H-pyran-2-yl)-oxy)-methyl)-propanenitrileHCID 21846488—

Reaction Steps

5.6 g of the product of Stage 1 were introduced into 8 ml of ammonium hydroxide and the mixture was brought to about -5° C. 1.58 g of ammonium chloride and 1.23 g of sodium cyanide were added successively and the mixture was allowed to return to ambient temperature for about 40 minutes, then heated to 40° C.±5° C. with stirring overnight. The reaction medium was returned to ambient temperature and extraction was carried out 3 times with chloroform. The organic phase was washed with salt water and dried. After purification on silica with ethyl cycloacetate/triethylamine; 3/7 as eluant, 4.41 g of the expected product (pale yellow syrup) were obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05958936
Source datasetuspto-grants-1999_09
ORD IDord-3329cb6ab4874e91ae568167c20fe7d0
Source noteuspto-grants-1999_09