HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl bromoacetate → Ethyl 1,3-dihydro-2H-isoindole-2-acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl bromoacetate | HCID 7748 | — |
| Reactant | Hexane | HCID 8058 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Isoindoline | HCID 422478 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Ethyl 1,3-dihydro-2H-isoindole-2-acetate | HCID 954470 | 37.1% |
Reaction Steps
Into a solution of isoindoline (1.788 g, 15 mmol) and ethyl bromoacetate (2.756 g, 16.5 mmol) in N,N-dimethylformamide (20 mL), was added Cs2CO3 (5.376 g, 16.5 mmol) under N2. The mixture was stirred at room temperature for 4 hours. The solvent was removed under reduced pressure and the resulting mixture was subjected to silica gel chromatography, eluting with 33:66 ethyl acetate:hexane to afford Intermediate 200(a) (1.14 g, 5.56 mmol) as a yellow oil in 37% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06967198B2 |
| Source dataset | uspto-grants-2005_11 |
| ORD ID | ord-13b99eba241d47ac9ff4b52a3a0529a0 |
| Source note | uspto-grants-2005_11 |