Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Bromoacetone | HCID 11715 | — |
| Reactant | 1-[5-(Benzyloxy)-2-hydroxyphenyl]ethan-1-one | HCID 12870928 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 43332515 | HCID 43332515 | 34% |
Reaction Steps
To a solution (120 mL) of 1-[5-(benzyloxy)-2-hydroxyphenyl]ethanone (6.4 g) synthesized in Example A82(1) in N,N-dimethylformamide were added potassium carbonate (10.8 g) and bromoacetone (4.8 g) at room temperature, and the mixture was stirred at 80° C. for 1 hr. Water was added to the reaction mixture, and the mixture was extracted with diethyl ether. The extract was concentrated under reduced pressure, and the obtained residue was dissolved in N,N-dimethylformamide (120 mL) again, and 1,8-diazabicyclo[5.4.0]undec-7-ene (5.1 mL) was added to the solution. The reaction mixture was stirred at 80° C. for 2 hr. After cooling to room temperature, water was added to the reaction mixture, and the mixture was extracted with diethyl ether. The extract was concentrated under reduced pressure, and the obtained solid was washed with ethanol-isopropyl ether to give the title object compound (2.5 g, 34%) as a colorless solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08436043B2 |
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| Source dataset | uspto-grants-2013_05 |
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| ORD ID | ord-59a1a6151bfe417e8bb84c12015fb762 |
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| Source note | uspto-grants-2013_05 |
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