Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Tyramine | HCID 5610 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-benzoylbenzoyl chloride | HCID 10999295 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 9884572 | HCID 9884572 | — |
Reaction Steps
At room temperature, 1.46 g (10.63 mmol) of 2-(4-hydroxy-phenyl)ethylamine and 1.08 g (10.63 mmol) of triethylamine in 30 ml of absolute toluene were admixed dropwise with a solution of 2.0 g (8.17 mmol) of 2-benzoylbenzoyl chloride in 20 ml of absolute toluene. The reaction mixture was heated under reflux for 3 h and cooled, and the turbid solution was admixed with 20 ml of water. The organic phase was separated off, washed three times with 1 M aqueous hydrochloric acid and evaporated to dryness using a rotary evaporator. The solid residue was purified by column chromatography on silica gel 60. Elution was carried out using a toluene/ethyl acetate gradient (0 to 20% ethyl acetate). The product-containing fractions were evaporated to dryness using a rotary evaporator. The residue was suspended in diethyl ether and filtered off with suction. Yield: 0.21 g. M.p.: 188° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06344468B1 |
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| Source dataset | uspto-grants-2002_02 |
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| ORD ID | ord-744771d7f3c64f56ae98fc54f6dfe0a2 |
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| Source note | uspto-grants-2002_02 |
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