HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 1-{5'-[3,4-Bis(benzoyloxymethyl)benzyloxy]-2'methyl-2-propylbiphenyl-4-yl}-1-propanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-(5'-Hydroxy-2'-methyl-2-propylbiphenyl-4-yl)-1-propanone | HCID 22345592 | — |
| Reactant | 3,4-Bis(benzoyloxymethyl)benzyl bromide | HCID 22345618 | — |
| Solvent | Methyl Ethyl Ketone | HCID 6569 | — |
| Product | 1-{5'-[3,4-Bis(benzoyloxymethyl)benzyloxy]-2'methyl-2-propylbiphenyl-4-yl}-1-propanone | HCID 22345630 | 56% |
Reaction Steps
1.5 g (5.4 mmol) of 1-(5′-hydroxy-2′-methyl-2-propylbiphenyl-4-yl)-1-propanone, 2.5 g (5.7 mmol) of (3,4-bis(benzoyloxymethyl)benzyl bromide and 750 mg (5.4 mmol) of potassium carbonate are placed in 50 ml of methyl ethyl ketone in a round-bottomed flask and under a stream of nitrogen. The mixture is refluxed overnight and, after cooling, it is filtered through Celite. The filtrate is extracted with water and ethyl acetate. The organic phase is dried over magnesium sulfate, filtered and then evaporated. The residue obtained is purified by chromatography on a column of silica eluted with a mixture of heptane and ethyl acetate (85/15) to give 1.93 g (56%) of the expected product in the form of a dark yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06924400B2 |
| Source dataset | uspto-grants-2005_08 |
| ORD ID | ord-9a10ba9d8ca14987ade8df95d7112f3f |
| Source note | uspto-grants-2005_08 |