Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Boron tribromide | HCID 25134 | — |
| Reactant | HCID 14971871 | HCID 14971871 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 14971872 | HCID 14971872 | 68% |
Reaction Steps
5-[5-(3-Methoxyphenyl)-4-oxazolyl]-3,4-diphenylisoxazole (25) (1.01 g, 2.56 mmol) was dissolved in dichloromethane (65 mL) and cooled to about 0° C. under N2. Boron tribromide solution (13 mL of 1 M in dichloromethane) was added dropwise and the solution stirred about 18 hours at room temperature. Methanol (10 mL) was added dropwise {caution: reacts vigorously}, and after being stirred about 10 minutes the solution was concentrated on to SiO2 and chromatographed (elution with 10% ethyl acetate/chloroform) to give the phenol 631 mg (68%), mp 199°-200° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05254576 |
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| Source dataset | uspto-grants-1993_10 |
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| ORD ID | ord-dc4463de2dd94c44ba967dde37e2dbe8 |
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| Source note | uspto-grants-1993_10 |
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