HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Glycine, N-(2-chlorobenzoyl)-, methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Chlorobenzoyl chloride | HCID 69110 | — |
| Reactant | Glycine methyl ester | HCID 69221 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Glycine, N-(2-chlorobenzoyl)-, methyl ester | HCID 531380 | — |
Reaction Steps
Amino-acetic acid methyl ester (5 g, 40 mmol) was suspended in DMF and treated with triethylamine (13.9 mL, 100 mmol) and 2-chloro-benzoyl chloride (5 mL, 40 mmol). The reaction mixture was stirred at room temperature overnight. Water was added to the reaction, and the mixture was extracted with ethyl acetate three times. The organic layers were combined and dried over sodium sulfate, filtered and concentrated. The residue was purified by flash chromatography using ethyl acetate/hexane to yield (2-chloro-benzoylamino)-acetic acid methyl ester as a light yellow solid. LCMS calcd for C10H10ClNO3 (m/e) 227, obsd 228 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07714126B2 |
| Source dataset | uspto-grants-2010_05 |
| ORD ID | ord-0413e5048be74a27ad57a44a49c57649 |
| Source note | uspto-grants-2010_05 |