HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Bromobenzaldehyde → Phenylmethyl (2S)-4-[(4-bromophenyl)methyl]-2-methyl-1-piperazine Carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Bromobenzaldehyde | HCID 70741 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | Benzyl (2S)-2-methylpiperazine-1-carboxylate | HCID 40425199 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | Phenylmethyl (2S)-4-[(4-bromophenyl)methyl]-2-methyl-1-piperazine Carboxylate | HCID 25224210 | 84.2% |
Reaction Steps
A mixture of 4-bromobenzaldehyde (1.19 g, 6.42 mmol), phenylmethyl (2S)-2-methyl-1-piperazinecarboxylate (1.505 g, 6.42 mmol) and sodium triacetoxyborohydride (2.04 g, 9.63 mmol) in 1,2-DCE (15 ml) was stirred at room temperature overnight. Saturated aq. NaHCO3 solution was added and the mixture stirred for 30 mins. Product was extracted and the extracts dried (Na2SO4). Chromatography (0-30% EtOAc in pentane) gave the title compound (2.18 g). MS (ES): MH+ 403/405.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08536182B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-d3f1cc6cc426466f9662703f3e0ae627 |
| Source note | uspto-grants-2013_09 |