HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Cyanide → 2-amino-3-((tetrahydro-2H-pyran-2-yl) oxy)-2-(((tetrahydro-2H-pyran-2-yl)-oxy)-methyl)-propanenitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Cyanide | HCID 8929 | — |
| Reactant | Ammonium Hydroxide | HCID 14923 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 2-Propanone, 1,3-bis[(tetrahydro-2H-pyran-2-yl)oxy]- | HCID 11010660 | — |
| Product | 2-amino-3-((tetrahydro-2H-pyran-2-yl) oxy)-2-(((tetrahydro-2H-pyran-2-yl)-oxy)-methyl)-propanenitrile | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05958936 |
| Source dataset | uspto-grants-1999_09 |
| ORD ID | ord-3329cb6ab4874e91ae568167c20fe7d0 |
| Source note | uspto-grants-1999_09 |