HuagongsheHuagongshe Chemistry Print Report · For research reference only
Bromoacetyl bromide → tert-Butyl 4-(bromoacetyl)piperazine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Bromoacetyl bromide | HCID 61147 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | tert-Butyl piperazine-1-carboxylate | HCID 143452 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | tert-Butyl 4-(bromoacetyl)piperazine-1-carboxylate | HCID 15829155 | 41.2% |
Reaction Steps
Bromo acetyl bromide (4.86 ml, 21.47 mmol, 1 eq) was added dropwise to a stirred ice cold mixture of the piperazine-1-carboxylic acid tert butyl ester (4.0 g, 21.47 mmol, 1 eq) and diisopropyl ethyl amine (12.05 g, 92.5 mmol, 4.3 eq) in dichloromethane (108 ml). The resulting mixture was washed with water (2×50 mL) and saturated sodium chloride solution (100 mL), and dried over MgSO4. After filtration, the solvent was evaporated and the residue was purified with chromatography with (ethyl acetate/n-hexane 1/1) to give the product (2.72 g, 41%) as a orange oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09133213B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-54553a0a6ff44881a80193d17ef6f3c0 |
| Source note | uspto-grants-2015_09 |