HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → HCID 117699096, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Propanedioyl dichloride | HCID 74269 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 131736040 | HCID 131736040 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 117699096 | HCID 117699096 | 33.3% |
Reaction Steps
tert-Butyl 4-(2-amino-3-methylphenylamino)phenylcarbamate (294 mg, 0.938 m mmol) was dissolved in THF (30 mL), and then the solution was added dropwise with malonyl chloride (91 μL, 0.938 mmol) under ice cooling. After the disappearance of the starting materials was confirmed, the reaction mixture was added with aqueous sodium hydrogencarbonate, and ethyl acetate, and the organic layer was separated. The organic layer was washed with brine and water, and then dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (chloroform to chloroform/methanol=100/1) to obtain the title compound (119 mg, yield 33%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09382236B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-50222b3ce8ed4a81a8de35deac5e6edd |
| Source note | uspto-grants-2016_07 |