HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 18786983, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Ethyl N-methylaminoacetate hydrochloride | HCID 171173 | — |
| Reactant | 2-(2-Methylphenyl)benzoic acid | HCID 6424523 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 18786983 | HCID 18786983 | 99.3% |
Reaction Steps
A mixture of 2-(methylphenyl)benzoic acid (3.09 g, 14.55 mmol), sarcosine ethyl ester hydrochloride salt (2.23 g, 14.55 mmol), DCC (3.0 g, 14.55 mmol), HOBT (1.97 g, 14.55 mmol) and Et3N (1.47 g, 14.55 mmol) in THF (50 mL) were stirred at ambient temperature for 48 hours. The reaction was evaporated and the residue dissolved in EtOAc. The EtOAc solution was washed with HCl (10%), saturated NaHCO3 and brine, and dried (MgSO4). The EtOAc solution was filtered through a plug of silica gel follwoed by a second filtration through a plug of neutral alumina. Evaporation of the solution gave N-methyl-N-[2-(methylphenyl)benzoyl]glycine ethyl ester (4.5 g); LRMS (M+H)+ =312.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06060462 |
| Source dataset | uspto-grants-2000_05 |
| ORD ID | ord-48524b28e2ea471da652b0f89104bba1 |
| Source note | uspto-grants-2000_05 |