HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetaldehyde → HCID 23499496, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetaldehyde | HCID 177 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Trimethylsilyl cyanide | HCID 82115 | — |
| Reactant | beta-Alanine, ethyl ester, hydrochloride | HCID 458475 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 23499496 | HCID 23499496 | — |
Reaction Steps
To a suspension of β-alanine ethyl ester hydrochloride (3.23 g, 0.021 mol) in DCM (80 mL) is added Et3N (3.0 mL, 0.021 mol). The resulting mixture is stirred at room temperature for 10 minutes, then acetaldehyde (1.2 mL, 0.021 mol) is added, followed by the drop-wise addition of TMSCN (2.86 mL, 0.021 mol). The resulting mixture is stirred at room temperature for about 18 hours, then is diluted with DCM (100 mL) and is washed with brine (100 mL), dried (Na2SO4), and concentrated in vacuo. The crude mixture is purified by flash column chromatography on silica gel (7:3 EtOAc/hexane). The title compound is isolated as its hydrochloride salt.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06777431B2 |
| Source dataset | uspto-grants-2004_08 |
| ORD ID | ord-abe604fbcd7546079262c8924701db23 |
| Source note | uspto-grants-2004_08 |