Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Boron Trichloride | HCID 25135 | — |
| Reactant | HCID 11004468 | HCID 11004468 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86747915 | HCID 86747915 | 76.7% |
Reaction Steps
A dichloromethane solution (1.0M, 4.7 ml, 4.7 mmol) of boron trichloride was added at 0° C. to a solution of (RS)-(E)-3-[1-(5-methoxy-3,4-methylenedioxyphenyl)methyl]-2-(3,4,5-trimethoxybenzylidene)butanolide (1.0 g, 2.34 mmol) in dichloromethane (5 ml), followed by stirring at the same temperature for 40 minutes. The solvent was distilled off under reduced pressure. The residue was added with 15 ml of methanol and 4N-HCl, followed by stirring at room temperature for 45 minutes. The reaction mixture was dissolved in 20 ml of ethyl acetate. The resulting mixture was washed with water and then with saturated NaCl. The organic layer was then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, whereby 747 mg of the title compound were obtained as yellow foam (yield: 77%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05321135 |
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| Source dataset | uspto-grants-1994_06 |
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| ORD ID | ord-d5d8369e45f84556a031cddf7ef461ce |
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| Source note | uspto-grants-1994_06 |
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