HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → Ethyl (5-chloro-2-nitrobenzyl)aminoacetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Glycine ethyl ester, hydrochloride | HCID 2723640 | — |
| Reactant | 4-Chloro-2-(chloromethyl)-1-nitrobenzene | HCID 12595970 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | Ethyl (5-chloro-2-nitrobenzyl)aminoacetate | HCID 67363323 | 99.3% |
Reaction Steps
A mixture of 4-chloro-2-chloromethyl-1-nitro-benzene (85 g, 0.41 mol), glycine ethyl ester hydrochloride (70 g, 0.50 mol) and triethylamine (121.4 ml, 0.8665 mol) in ethanol (1000 ml) was heated at reflux for 8 h. The solvent was evaporated and the residue was triturated in warm tert-butyl methyl ether. The ammonium salts were removed by filtration and the filtrate was concentrated in vacuo to give the title compound (111 g, 99%) as an amorphous brown solid which was used in the next step without purification. MS m/e: 273 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08481528B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-95858377311e454aa090a6dc1dded993 |
| Source note | uspto-grants-2013_07 |