Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Phenol | HCID 996 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl diazene-1,2-dicarboxylate | HCID 75555 | — |
| Reactant | HCID 60798668 | HCID 60798668 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 89581246 | HCID 89581246 | — |
Reaction Steps
A solution of 1-(4-bromophenyl)-3-methylbutan-1-ol (500 mg, 2.06 mmol), phenol (252 mg, 2.69 mmol) and triphenyl phosphine (1.06 g, 4.04 mmol) in anhydrous tetrahydrofuran (20 mL) was stirred at room temperature under nitrogen atmosphere. After 1 hour, the mixture was cooled to 0° C. Diisopropyl azodicarboxylate (500 mg, 2.48 mmol) was added dropwise and the reaction was stirred at room temperature for 18 hours. The mixture was concentrated to give a residue and the residue was purified by column chromatography (silica gel, pure ether) to 1-bromo-4-(3-methyl-1-phenoxybutyl)benzene (300 mg, 46%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09206128B2 |
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| Source dataset | uspto-grants-2015_12 |
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| ORD ID | ord-fc78fc8a6d7f46c49874e8ffeae62aa8 |
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| Source note | uspto-grants-2015_12 |
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