Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Boron tribromide | HCID 25134 | — |
| Reactant | HCID 69989407 | HCID 69989407 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 69990480 | HCID 69990480 | 88% |
Reaction Steps
To a solution comprising about 1.3 g of compound 9a (m=6) in 50 ml of CH2Cl2 was added 7.0 ml of boron tribromide (BBr3, 1M solution in CH2Cl2) at 0° C. under nitrogen atmosphere. The reaction mixture was stirred at 0° C. for 2.5 h and quenched by adding about 30 ml of 1N HCl. The organic layer was separated and the aqueous layer was extracted with CH2Cl2 (2×30 ml). The combined organic layer was dried with Na2SO4 and concentrated in vacuo. The residue was purified by silica gel chromatography (petroleum ether: EtOAc, 1:1) affording the phenol 10a (1.1 g, 88%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05880115 |
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| Source dataset | uspto-grants-1999_03 |
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| ORD ID | ord-0380ac66897a404cabf48fcb864f70bf |
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| Source note | uspto-grants-1999_03 |
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