HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isopropanol → 4-[4-(4-Thiophen-3-yl-phenoxy)-phenyl]-morpholine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isopropanol | HCID 3776 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Thiophene-3-boronic acid | HCID 581760 | — |
| Reactant | 4-[4-(4-Iodo-phenoxy)-phenyl]-morpholine | HCID 23627788 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Water | HCID 962 | — |
| Product | 4-[4-(4-Thiophen-3-yl-phenoxy)-phenyl]-morpholine | HCID 23627789 | 35.3% |
Reaction Steps
The title compound (25 mg, 35%) was prepared by treating 4-[4-(4-Iodo-phenoxy)-phenyl]-morpholine (80 mg, 0.21 mmol) from Example 24 with thiophene-3-boronic acid (35 mg, 0.25 mmol) in the presence of 10% Pd/C (10 mg), potassium carbonate (87 mg, 0.68 mmol), 2-propanol (4 mL) and water (0.4 mL) by using the procedure described in step 2 of Example 16: MS (ESI) m/z 338 (M+H); 1H NMR (400 MHz, CDCl3) δ 3.13 (t, J=4.8 Hz, 4H), 3.87 (t, J=4.8 Hz, 4H), 6.91-7.01 (m, 6H), 7.34-7.38 (m, 3H), 7.51-7.53 (m, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07750012B2 |
| Source dataset | uspto-grants-2010_07 |
| ORD ID | ord-1632a45d712b4f809873e11c2d1ef081 |
| Source note | uspto-grants-2010_07 |