Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | (2-(Benzyloxy)phenyl)boronic acid | HCID 2773253 | — |
| Reactant | HCID 86585373 | HCID 86585373 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 86585372 | HCID 86585372 | 95% |
Reaction Steps
As described in Example 1 (step 1), a mixture of 2-(phenylmethoxy) benzeneboronic acid (545 mg, 2.39 mmol), ethyl (E)-3-[2-(3-bromophenyl)phenyl]prop-2-enoate bromide (390 mg, 1.18 mmol) of Example 1 (step 2), 2M Na2CO3 (3.5 mL) and (Ph3P)4Pd (66 mg, 0.06 mmol) in DME (7 mL) was heated to 80° C. for 2 h. Purification by flash chromatography (Tol) provided the desired material as a yellow solid (485 mg, 95%). 1H NMR (acetone-d6) δ 2.04 (3H, t), 4.12 (2H, q), 5.16 (2H, s), 6.51 (1H, d), 7.07 (1H, td), 7.20 (1H, dd), 7.2-7.4 (8H, m), 7.4-7.5 (4H, m), 7.6-7.7 (2H, m), 7.79 (1H, d) and 7.89 (1H, dd).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06627656B2 |
|---|
| Source dataset | uspto-grants-2003_09 |
|---|
| ORD ID | ord-c93f4bd1516b45a39b1ef61a7b680b3e |
|---|
| Source note | uspto-grants-2003_09 |
|---|