HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → N-ethoxycarbonyl-3,4,5,6-tetrahydrophtalimide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl chloroformate | HCID 10928 | — |
| Reactant | Tetrahydrophthalimide | HCID 34024 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-ethoxycarbonyl-3,4,5,6-tetrahydrophtalimide | HCID 23628598 | 42% |
Reaction Steps
Ethyl chloroformate (0.38 ml, 4.3 mmol) was added dropwise to a stirred solution of 3,4,5,6-tetrahydrophthalimide (0.5 g, 3.3 mmol) and triethylamine (0.53 ml, 3.8 mmol) in dimethylformamide (6 ml) at 0-5° C. The reaction mixture was allowed to warm to room temperature and stand for 4 h. Methyl alcohol (3 ml) was added, diluted with chloroform (50 ml) and washed with water (3×150 ml). The chloroform solution was dried (Na2SO4) and concentrated in vacuum to give N-ethoxycarbonyl-3,4,5,6-tetrahydrophthalimide (yield 42%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09273304B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-eee102e5c03043c2a7d36d9af869ee4e |
| Source note | uspto-grants-2016_03 |