Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Iodine chloride | HCID 24640 | — |
| Reactant | HCID 59838040 | HCID 59838040 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59838025 | HCID 59838025 | 85.5% |
Reaction Steps
To a solution of 64A (850 mg, 4.6 mmol) in CH2Cl2 (5.0 mL) was added ICl (1.0 M in CH2Cl2, 10.2 mL, 10.2 mmol). The mixture was stirred at 50° C. for 4 h and then at rt for 18 h. The reaction was quenched by a sat. solution of NaHCO3. After extraction with CH2Cl2, the organic layer was washed with a solution of Na2S2O3, brine and dried over Na2SO4. After evaporation of the solvent, the crude product was purified by column chromatography (EtOAc:hexanes=1:4) to give 64B (1.22 g, 80% yield) as a solid. 1H NMR (400 MHz, CDCl3) δ ppm 2.29 (s, 3H) 3.81 (s, 3H) 6.73 (d, J=9.23 Hz, 1H) 7.35 (d, J=6.59 Hz, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07622585B2 |
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| Source dataset | uspto-grants-2009_11 |
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| ORD ID | ord-5c92930ee2fd47b69a2e12ba6195a789 |
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| Source note | uspto-grants-2009_11 |
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