HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → benzyl (3S)-4-(bromoacetyl)-3-(hydroxymethyl)piperazine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Bromoacetyl chloride | HCID 89602 | — |
| Reactant | (S)-benzyl 3-(hydroxymethyl)piperazine-1-carboxylate hydrochloride | HCID 16124474 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | benzyl (3S)-4-(bromoacetyl)-3-(hydroxymethyl)piperazine-1-carboxylate | HCID 16124473 | 102.2% |
Reaction Steps
Benzyl (3S)-3-(hydroxymethyl)piperazine-1-carboxylate hydrochloride (0.83 g, 2.9 mmol) was dissolved in methylene chloride (10 mL) together with DIPEA (1.5 mL, 8.6 mmol). Bromoacetyl chloride (0.48 g, 3.0 mmol) was added at 0° C. by means of drops. The mixture was stirred at RT for 1 h and then water (10 mL) was added. The phases were separated by means of a phase separator column. The organic solution was collected and the solvent was removed by evaporation. There was obtained 1.1 g (100%) of benzyl (3S)-4-(bromoacetyl)-3-(hydroxymethyl)piperazine-1-carboxylate as a brown oil. LCMS: m/z 370 (M−1)−.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08288370B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-f9069837fb024b9d97218fe12b004a5d |
| Source note | uspto-grants-2012_10 |