Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Iodine | HCID 807 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Phosphinic Acid | HCID 4124402 | — |
| Reactant | HCID 57772034 | HCID 57772034 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 57772063 | HCID 57772063 | 118.8% |
Reaction Steps
To a mixture of 797 mg (1.67 mmol) [2-(4-isopropyl-phenyl)-7-methoxy-1-(2-methoxy-ethyl)-1H-benzoimidazol-5-yl]-(2-methylsulfanyl-phenyl)-methanol, 436 mg iodine in 13 ml acetic acid (100%), 0.88 ml of phosphinic acid (ca. 5 equiv.) is added at room temperature. The mixture is heated to 60° C. and stirred for 1 h. After that the reaction mixture is allowed to cool to room temperature and 100 ml ethyl acetate is added. The combined organic layers are washed with 4N NaOH-solution (4×), water (2×) and brine, dried over MgSO4, filtered and the filtrate is concentrated in vacuo to afford 914 mg of the title compound as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08030497B2 |
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| Source dataset | uspto-grants-2011_10 |
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| ORD ID | ord-a77407bede874696aff880bca510083c |
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| Source note | uspto-grants-2011_10 |
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