HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetaldehyde → HCID 58786604, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetaldehyde | HCID 177 | — |
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | 1,1-Dimethylethyl 4-[2-amino-1-[2-(trifluoromethyl)phenyl]ethyl]-1-piperazinecarboxylate | HCID 58786540 | — |
| Product | HCID 58786604 | HCID 58786604 | 99% |
Reaction Steps
To a solution of a 4-[2-Amino-1-(2-trifluoromethyl-phenyl)-ethyl]-piperazine-1-carboxylic acid tert-butyl ester (204) (0.75 g, 2.01 mmol) in EtOH (50 mL) was added acetaldehyde (3.37 mL, 60.3 mmol) via RT distillation (warming flask with hand). Halfway through the addition of the acetaldehyde, sodium cyanoborohydride (0.631 g, 10.05 mmol) was added. The reaction was allowed to stir at room temperature for 18 h. The reaction mixture was concentrated to dryness. The resulting residue was taken up in EtOAc (50 mL) and washed with sat. NaHCO3 (50 ml) and brine (50 mL). The organic phase was concentrated to dryness yielding 0.860 g (99%) product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07169777B2 |
| Source dataset | uspto-grants-2007_01 |
| ORD ID | ord-f210858960cf41bc9041042c22462c83 |
| Source note | uspto-grants-2007_01 |