HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 69215857, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Propanal | HCID 527 | — |
| Reactant | N-Benzylglycine ethyl ester | HCID 80908 | — |
| Reactant | Tetramethylammonium Triacetoxyborohydride (>90%) | HCID 13696215 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 69215857 | HCID 69215857 | 96% |
Reaction Steps
Tetramethylammonium triacetoxyborohydride was added to a solution of N-benzylglycine ethyl ester (1.87 mL, 10 mmol), propionaldehyde (1.05 mL, 14 mmol) and acetic acid (0.6 mL) in CH2Cl2 (20 mL), and the resulting mixture was stirred at room temperature for 18 h. The reaction mixture was partitioned between aqueous Na2CO3 (2 M, 100 mL) and CH2Cl2 (3×20 mL) and the combined organic layers were dried over Na2SO4 and concentrated in vacuo to give ethyl 2-[benzylpropylamino]acetate as a yellow oil (2.25 g, 96% yield). LCMS (method B): 1.52 min, 236.0 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07446204B2 |
| Source dataset | uspto-grants-2008_11 |
| ORD ID | ord-8c4d2a325be84e38a11220e5ac5c7618 |
| Source note | uspto-grants-2008_11 |