Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzene | HCID 241 | — |
| Reactant | Iodine | HCID 807 | — |
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Ethyl bromoacetate | HCID 7748 | — |
| Reactant | HCID 18473836 | HCID 18473836 | — |
| Catalyst | Zinc | HCID 23994 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 18473835 | HCID 18473835 | 39.9% |
Reaction Steps
0.485 g of 4-(methoxymethoxy)benzophenone was dissolved in 0.45 ml ethyl bromoacetate, 1.5 ml benzene and 1.5 ml toluene, mixed with 3.27 g of zinc and 50 mg of iodine, and then refluxed for 2 hours under a stream of argon. The reaction mixture was mixed with water, adjusted to pH 1 with concentrated sulfuric acid, and then extracted with benzene three times. The extract was filtrated to remove insoluble components, washed twice with water and once with brine, followed by drying over anhydrous magnesium sulfate. The drying agent was filtered off and the filtrate was evaporated and purified via column chromatography on silica gel (ethyl acetate:hexane=1:5) to give ethyl 3-hydroxy-3-[4-(methoxymethoxy)phenyl]-3-phenylpropionate (263 mg, yield: 39.9%) as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06413995B1 |
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| Source dataset | uspto-grants-2002_07 |
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| ORD ID | ord-9e128ec3a1bc40ad9ddb3e02d70ca589 |
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| Source note | uspto-grants-2002_07 |
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