HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Bromoaniline → 4-(3-Bromophenyl)morpholine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Bromoaniline | HCID 11562 | — |
| Reactant | Bis(2-bromoethyl) ether | HCID 21521 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-(3-Bromophenyl)morpholine | HCID 4961268 | 16.4% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
To a solution of 3-bromoaniline (1.00 g, 5.81 mmol) in anhydrous DMF (20 mL) was added 1-bromo-2-(2-bromoethoxy)ethane (1.62 g, 6.18 mmol) and DIPEA (2.25 g, 17.4 mmol). The solution was heated to 100° C. for 16 h, cooled and concentrated. The residue was purified by preparative HPLC purification. (230 mg, yield 16.4%) MS (ESI+) e/z: 242.0 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09365555B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-fa737d0aae944018a065f2f4208db08b |
| Source note | uspto-grants-2016_06 |