HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Hydroxybenzoic Acid → HCID 10846723, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Hydroxybenzoic Acid | HCID 135 | — |
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Glycine ethyl ester, hydrochloride | HCID 2723640 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 10846723 | HCID 10846723 | 91% |
Reaction Steps
DIPEA (1.4 g, 10.86 mmol) was added drop wise to 4-hydroxy benzoic acid (500 mg, 3.62 mmol) in DMF (10 mL). EDCI (1.7 g, 9.05 mmol) and HOBT (586 mg, 4.34 mmol) were added consecutively and, after 15 minutes, glycine ethyl ester HCl (603 mg, 4.344 mmol) was added. The resulting mixture was stirred at room temperature overnight. Water was then added, and the product was extracted with EtOAc. The organic layer was washed with brine, dried over Na2SO4 and concentrated under reduced pressure to afford (4-hydroxy-benzoyl amino)-acetic acid ethyl ester in 91% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07842696B2 |
| Source dataset | uspto-grants-2010_11 |
| ORD ID | ord-349935b947d14b8099986bcd55969f38 |
| Source note | uspto-grants-2010_11 |