HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 2-(2-(9H-fluoren-9-ylidene)acetamido)acetic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 9H-Fluoren-9-ylideneacetic acid | HCID 96792 | — |
| Reactant | Glycine methyl ester hydrochloride | HCID 122755 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | HCID 178418300 | HCID 178418300 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | 2-(2-(9H-fluoren-9-ylidene)acetamido)acetic acid methyl ester | HCID 57972057 | 88% |
Reaction Steps
2-(9H-fluoren-9-ylidene)acetic acid (222 mg, 1 mmol) and 8 ml of DMF were stirred at room temperature while 1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (394 mg, 2 mmol), hydroxybenzo-triazole (162 mg, 1.2 mmol), triethylamine (404 mg, 4 mmol) and glycine methyl ester hydrochloride (151.8 mg, 1.2 mmol) were added. The mixture was stirred for 24 hours at room temperature. The mixture was diluted with 400 mL of brine. The solids were collected by vacuum filtration, washed with water and dried under vacuum to give the title compound (256 mg, 88% yield) as a white solid. LC-MS (m/z) 294 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08178577B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-9f580220d0eb425f85a253dd4f01432a |
| Source note | uspto-grants-2012_05 |