HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → HCID 66992715, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | N-(3-Butynyl)phthalimide | HCID 11171619 | — |
| Reactant | Azidomethyl 2,2-dimethylpropanoate | HCID 11521126 | — |
| Reactant | Sodium Ascorbate | HCID 23667548 | — |
| Catalyst | Copper Sulfate | HCID 24462 | — |
| Solvent | 2-Methylpropan-2-ol--water (1/1) | HCID 71401949 | — |
| Product | HCID 66992715 | HCID 66992715 | 88.7% |
Reaction Steps
702 mg (3.52 mmol) of N-(3-butynyl)phthalimide and 552 mg (3.51 mmol) of 2,2-dimethylpropionic acid azidomethyl ester are suspended in a water/t-butanol mixture (1/1, 10.5 ml). 0.18 ml of a 1M CuSO4 solution is added. 206 mg (1.04 mmol) of sodium ascorbate are then added. After 4 hours, the reaction is stopped by adding aqueous ammonia solution, and the reaction medium is extracted with EtOAc. The organic phase is then washed with brine and dried over MgSO4, filtered and concentrated. 1.11 g of 2,2-dimethylpropionic acid 4-[2-(1,3-dioxo-1,3-dihydroisoindol-2-yl)ethyl]-[1,2,3]triazol-1-ylmethyl ester in the form of a yellow oil are obtained in a yield of 88%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08962846B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-634846915d2e4c88a8c2394150baeb96 |
| Source note | uspto-grants-2015_02 |