Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Dimethyl [2-(4-hydroxyphenyl)ethyl]phosphonate | HCID 20392440 | — |
| Reactant | HCID 66685859 | HCID 66685859 | — |
| Product | HCID 86695792 | HCID 86695792 | 45.2% |
Reaction Steps
To a 50 mL RB flask fitted with magnetic stirrer was charged 10 mL of acetonitrile. To the stirred solvent was added dimethyl [2-(4-hydroxyphenyl)ethyl]phosphonate (0.17 g, 0.66 mmol) and K2CO3 (0.27 g, 1.97 mmol). Then it was stirred for 5 min. 2-[4-(bromomethyl)phenoxy]-1-phenylethanone (0.2 g, 0.66 mmol) was added. Then RM heated 80° C. for 2 h. After completion of the reaction (reaction monitored by TLC), the RM was concentrated in vacuum to remove the acetonitrile. To the residue was then added 100 mL of water and extracted with ethyl acetate (30 mL×2). The organic layer was washed with saturated brine solution (20 mL), dried over anhydrous Na2SO4 and evaporated to dryness gave the titled compound (0.14 g, 45.2%); 1H NMR (300 MHz, DMSO-d6): δ 8.01-8.04 (d, 2H), 7.68-7.70 (t, 1H), 7.55-7.60 (d, 2H), 7.33-7.36 (d, 2H), 7.14-7.17 (d, 2H), 6.96-6.98 (d, 2H), 6.89-6.92 (d, 2H), 5.59 (s, 2H), 4.98 (s, 2H), 3.92-4.04 (m, 4H), 2.66-2.75 (m, 2H), 1.94-2.05 (m, 2H), 1.18-1.91 (m, 6H)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09278915B2 |
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| Source dataset | uspto-grants-2016_03 |
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| ORD ID | ord-883b3b16d3b54021abc5b92499cc54f5 |
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| Source note | uspto-grants-2016_03 |
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