HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 18765923, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 1-Pyrrolidineethanol | HCID 76288 | — |
| Reactant | 2-Bromobenzyl bromide | HCID 76965 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Hexane | HCID 8058 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 18765923 | HCID 18765923 | 99.4% |
Reaction Steps
To a stirred suspension of potassium tert-butoxide (4.94 g, 44.0 mmol) in anhydrous THF (60 ml) was added dropwise a solution of 1-pyrrolidineethanol (5.07 g, 44.0 mmol) in anhydrous THF (20 ml) at 0° C. After 30 min at same temperature, to this was added dropwise a solution of 2-bromobenzyl bromide (10.0 g, 40.0 mmol) in anhydrous THF (20 ml) at 0° C. The reaction mixture was stirred at room temperature for 3 h. Water and 1:1 mixture of ethyl acetate and hexane were added to the reaction mixture and organic layer was separated. The organic layer was washed with water, brine and dried over sodium sulfate. After filtration, the filtrate was concentrated in vacuo to afford the titled compound (11.3 g, 99.3%) as a pale yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06653313B2 |
| Source dataset | uspto-grants-2003_11 |
| ORD ID | ord-39fc8eda9af04dfa8e23969cb9152e4c |
| Source note | uspto-grants-2003_11 |