Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Tempo | HCID 2724126 | — |
| Reactant | Bis(acetoxy)iodobenzene | HCID 21865429 | — |
| Reactant | HCID 49764563 | HCID 49764563 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Acetonitrile--water (1/1) | HCID 18373917 | — |
| Product | HCID 49763447 | HCID 49763447 | 31.1% |
Reaction Steps
To a suspension of Example 27 (25 mg) in H2O/CH3CN (0.2 mL, 1:1) was added at 0° C. diacetoxyiodobenzene (35 mg) and 2,2,6,6-tetramethylpiperidine-1-oxyl (3 mg), and the reaction mixture was stirred at 0° C. for 2 h. The reaction mixture was diluted with H2O, acidified with aq. HCl (1M, 0.5 mL) and extracted with EtOAc (3×5 mL) The combined organic layers were dried over Na2SO4 and concentrated to dryness. Purification by CC (CH2Cl2/MeOH 97:3) gave 8 mg of the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08664203B2 |
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| Source dataset | uspto-grants-2014_03 |
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| ORD ID | ord-f77f2d5918cd4eeba1c4ff7499170654 |
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| Source note | uspto-grants-2014_03 |
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