HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 3,5-Diphenyl-4-[(2-methoxyethoxy)methoxy]-benzaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Phenylboronic Acid | HCID 66827 | — |
| Reactant | 3,5-Diiodo-4-(2-methoxyethoxymethoxy)benzaldehyde | HCID 22237656 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | 3,5-Diphenyl-4-[(2-methoxyethoxy)methoxy]-benzaldehyde | HCID 22237509 | 57% |
Reaction Steps
The title compound was prepared according to the procedure in Example 2, step 3 using 3,5-diiodo-4-(2-methoxyethoxymethoxy)benzaldehyde (4.029 g, 8.721 mmol), phenylboronic acid (2.339 g, 19.19 mrnmol), palladium(II) acetate (39.16 mg, 0.174 mmol) in DME:H2O. Purification on Biotage KP-Sil eluting with 15% EtOAc/pet. ether gave 1.803 g, (57%) of the title compound. 1H NMR (DMSO-d6) δ2.78-2.82 (m, 2H), 2.89-2.92 (m, 2H), 3.01 (s, 3H), 4,42 (s, 2H), 7.40-7.54 (m, 6H), 7.62-7.65 (m, 4H), 7.91 (s, 2H), 10.06 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06248764B1 |
| Source dataset | uspto-grants-2001_06 |
| ORD ID | ord-02437f5098554952a978bf51e4530ed5 |
| Source note | uspto-grants-2001_06 |