HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 67695547, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Ethyl bromoacetate | HCID 7748 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | HCID 67695538 | HCID 67695538 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 67695547 | HCID 67695547 | 93% |
Reaction Steps
A solution of rac-[7-chloro-5-(2-chlorophenyl)-2,3-dihydro-2-oxo-1H-1-benzazepin-3-yl]methylcarbamic acid 1,1-dimethylethyl ester (1.346 g, 3.11 mmole) in 17 mL of dimethylformamide was treated with cesium carbonate (1.85 g, 5.68 mmole) and ethyl bromoacetate (0.65 mL, 5.86 mmole). After stirring at ambient temperature for 3 hours, the mixture was diluted with ethyl acetate (150 ml). The organic phase was washed four times with water and once with brine, dried (sodium sulfate) and concentrated. The crude material was chromatographed by flash chromatography, eluting with 40:60 ethyl acetate-hexane, to give 1.506 g (93%) of the title compound. Mass spec. (EI, m/z 518).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05843941 |
| Source dataset | uspto-grants-1998_12 |
| ORD ID | ord-c40faed5e56d4f8fae71180a26592476 |
| Source note | uspto-grants-1998_12 |