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 obtained in Stage 1 above is introduced into 8 ml of ammonium hydroxide, the mixture is taken to about -5° C. and 1.58 g of ammonium chloride and 1.23 g of sodium cyanide are added successively and the reaction medium is left to rise to ambient temperature for about 40 minutes then heated at 40° C.±5° C. under agitation overnight. It is returned to ambient temperature and extraction is carried out 3 times with chloroform, the organic phase is washed with salt water and dried. After purification on silica, eluting with cyclohexane-ethyl acetate: 3-7 with 0.5% of triethylamine, 4.41 g of expected product (pale yellow syrup) is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06087509 |
| Source dataset | uspto-grants-2000_07 |
| ORD ID | ord-9b4a24813fa3404c885cbffaab6aa1be |
| Source note | uspto-grants-2000_07 |