HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenylethanolamine → HCID 57495437, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenylethanolamine | HCID 1000 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 8-Methoxy-8-oxooctanoic acid | HCID 554191 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 57495437 | HCID 57495437 | 92.1% |
Reaction Steps
Add 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide(EDC) (8.5 g, 44.3 mL) to a solution of 2-amino-1-phenylethanol (5.0 g, 36.4 mmol), suberic acid monomethyl ester (6.85 g, 36.4 mmol) and 1-hydroxybenzotriazole (HOBt, 5.0 g, 37.0 mmol) in THF (200 mL) at room temperature under nitrogen. Stir the mixture for 12 hours. Dilute the mixture with ethyl acetate (600 mL), wash with 1N HCl (2×150 mL), brine (2×150 mL), NaHCO3 (2×150 mL) and brine (150 mL) solutions and dry over sodium sulfate. Remove the solvent under reduced pressure to provide 7-(2-hydroxy-2-phenylethylcarbamoyl)heptanoic acid methyl ester (10.3 g, 91%), which is used in the following step without purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08552039B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-8041fb1d28a240a39846c15891d0bf10 |
| Source note | uspto-grants-2013_10 |