HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 59276626, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2,4-Dimethoxybenzylamine | HCID 597250 | — |
| Reactant | Methyl 2-(bromomethyl)-4-nitrobenzoate | HCID 15088701 | — |
| Reactant | HCID 67293384 | HCID 67293384 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Hexane | HCID 8058 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 59276626 | HCID 59276626 | 84% |
Reaction Steps
2-(2,4-Dimethoxybenzyl)-5-nitroisoindolin-1-one. A mixture of methyl 2-(bromomethyl)-4-nitrobenzoate (2.5 g, 9.12 mmol), (2,4-dimethoxyphenyl)methanamine (1.525 g, 9.12 mmol), triethylamine (3.81 mL, 27.4 mmol) in methanol (25 mL) was refluxed for 16 h. The mixture was diluted with ethyl acetate, washed with dilute hydrochloric acid and brine, dried over magnesium sulfate, filtered, and concentrated on a rotary evaporator to dryness. Flash chromatography (30-50% ethyl acetate in hexane) gave the desired product as a yellow solid (2.5 g, 7.68 mmol, 84% yield). MS (ESI) m/z 329.9 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08299056B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-0bb910f189f44b9a8551445dae86a937 |
| Source note | uspto-grants-2012_10 |