Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Red-Al | HCID 16684438 | — |
| Reactant | HCID 22476609 | HCID 22476609 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Tetrahydrofuran toluene | HCID 22635083 | — |
| Product | HCID 22476617 | HCID 22476617 | 118.1% |
Reaction Steps
Into a 100 mL, 3 neck flask with stirrer, 2-[4-(1-hydroxy-2-{[(methylethyl)sulfonyl]amino}cyclohexyl)phenoxy]ethanenitrile (400 mg) in THF-toluene 1:1 (30 mL) was added dropwise to Red-Al® (3 mL, 65% solution in toluene) while stirring at room temperature under a nitrogen atmosphere. The reaction mixture was then stirred for two hours at this temperature. The mixture was poured into water and the desired material was extracted with ethyl acetate. The organic layer was washed once with water, dried over potassium carbonate, filtered, and concentrated under reduced vacuum to yield the intermediate title compound (478 mg, 89%) as a white foam. This material was used without further purification. Ion spray M.S. 355.2 (M*−1). Calculated for C17H28N2O4S-H2O: Theory: C 54.51, H 8.07. Found: C 54.20, H 8.29.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06900353B2 |
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| Source dataset | uspto-grants-2005_05 |
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| ORD ID | ord-455acb8b473d4f7f9c93ef365945288f |
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| Source note | uspto-grants-2005_05 |
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