Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Ammonium Hydroxide | HCID 14923 | — |
| Reactant | 3-(tert-Butyldimethylsilyloxy)glutaric anhydride | HCID 4141040 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 68871447 | HCID 68871447 | — |
Reaction Steps
Dissolve 4.1 mmol of 4-(tert-butyldimethylsilyloxy)dihydro-2H-pyran-2,6(3H)-dione (Nagao Y et al., Chem. Lett. 1990 9: 1503) in 10 mL of dioxane in a pressure tube. Cool in an ice/water bath, add 15 mL of saturated ammonium hydroxide and treat with gaseous ammonia via bubbler for about 10 min. Cap the pressure tube and heat in a 100° C. oil bath for 17 h. Cool the mixture and concentrate in vacuo. Purify the residue by silica gel chromatography using ethyl acetate/hexanes eluant to yield the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07514068B2 |
|---|
| Source dataset | uspto-grants-2009_04 |
|---|
| ORD ID | ord-e71af8df398141858e4518bc0f82dc60 |
|---|
| Source note | uspto-grants-2009_04 |
|---|
