HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → (2s,5s)-1-Allyl-4-(4-bromo-alpha-(3-(tert-butyldimethylsilyloxy)phenyl)benzyl)-2,5-dimethylpiperazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | (2s,5s)-1-(4-Bromo-alpha-(3-(tert-butyldimethylsilyloxy)phenyl)benzyl)-2,5-dimethylpiperazine | HCID 57043709 | — |
| Product | (2s,5s)-1-Allyl-4-(4-bromo-alpha-(3-(tert-butyldimethylsilyloxy)phenyl)benzyl)-2,5-dimethylpiperazine | HCID 57007006 | — |
Reaction Steps
The purified benzhydrylpiperazine (1.51 g, 3.1 mmol) was dissolved in 20 mL of dry tetrahydrofuran with 0.27 mL (3.2 mmol) of alkyl bromide and 1.6 g (15.5 mmol) of sodium carbonate and heated at reflux overnight under nitrogen. The cooled reaction solution was filtered and the solvent removed to give 1.62 g of crude (2S,5S)-1-allyl-4-(4-bromo-α-(3-(tert-butyldimethylsilyloxy)phenyl)benzyl)-2,5-dimethylpiperazine as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05985880 |
| Source dataset | uspto-grants-1999_11 |
| ORD ID | ord-c048ddc925054237b20aad2853af92db |
| Source note | uspto-grants-1999_11 |