Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Boron tribromide | HCID 25134 | — |
| Reactant | HCID 117760005 | HCID 117760005 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 117760306 | HCID 117760306 | 53.4% |
Reaction Steps
To a solution of ethyl 3-(3-methoxy-5-methylphenyl)propanoate (2.00 g) in dichloromethane (30 mL) was added a 1.0 M solution (13.5 mL) of boron tribromide in dichloromethane at −5° C., and the mixture was stirred at −5° C. for 2 hr. Water (20 mL) was added dropwise to the reaction mixture over 30 min, and the mixture was extracted with dichloromethane. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (1.00 g) as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09181186B2 |
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| Source dataset | uspto-grants-2015_11 |
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| ORD ID | ord-4b2af8ce527a4dd8b9abeee696fac32b |
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| Source note | uspto-grants-2015_11 |
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