HuagongsheHuagongshe Chemistry Print Report · For research reference only
(2-(Benzyloxy)biphenyl-3-yl)(2'-methoxybiphenyl-3-yl)(phenyl)methanol → 3'-((2-(Benzyloxy)biphenyl-3-yl)(phenyl)methyl)-2-methoxybiphenyl
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (2-(Benzyloxy)biphenyl-3-yl)(2'-methoxybiphenyl-3-yl)(phenyl)methanol | HCID 58238602 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Phosphinic Acid | HCID 4124402 | — |
| Product | 3'-((2-(Benzyloxy)biphenyl-3-yl)(phenyl)methyl)-2-methoxybiphenyl | HCID 58238581 | 69% |
Reaction Steps
A solution of 26 (0.85 g, 1.55 mmol) in acetonitrile (50 mL) and 50% aqueous hypophosphorous acid (21 mL) was kept at reflux for 3.5 hr. The acetonitrile was removed in vacuo, the residue was diluted with ethyl acetate (150 mL) and water (80 mL). Phases were separated. The organic phase was washed with saturated sodium bicarbonate (2×80 mL) and water (2×80 mL) dried over sodium sulfate and filtered. The solvent was removed on a rotary evaporator. The crude product was purified by chromatography on silica (45 g) with 2% ethyl acetate in heptane (4 L) to yield pure D2 (0.42 g, 69%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08541522B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-6b5b296a370f4011ad147b42294e8195 |
| Source note | uspto-grants-2013_09 |