HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 58258314, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Pyrrolidine | HCID 31268 | — |
| Reactant | 1-Bromo-2-chloro-4-(chloromethyl)benzene | HCID 23334307 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58258314 | HCID 58258314 | 90% |
Reaction Steps
A solution of 1-bromo-2-chloro-4-(chloromethyl)-benzene (25.2 g, 105.03 mmol) and Et3N (16.1 ml, 115.53 mmol) in THF (150 ml) was stirred at r.t. Pyrrolidine (8.2 g, 115.53 mmol) was added dropwise. The r.m. was stirred overnight at r.t. and was then concentrated in vacuo. The residue was taken up into water and extracted with CH2Cl2 (3×100 ml). The combined organic layer was washed with saturated NaHCO3 and brine, and was then dried (MgSO4), filtered and the solvent was evaporated in vacuo. Yield: 25.8 g of 1-[(4-bromo-3-chlorophenyl)methyl]-pyrrolidine (90% yield, crude product; used in next reaction step, without further purification).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09107946B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-6a8605a3396c4b34970f6139581df791 |
| Source note | uspto-grants-2015_08 |