Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | HCID 68601909 | HCID 68601909 | — |
| Reactant | Diisobutylaluminumhydride toluene | HCID 86583787 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68601127 | HCID 68601127 | 100.3% |
Reaction Steps
A solution of 257 mg of 5-ethoxycarbonyl-2-((Z)-2-tritylthioethen-1-yl)thiazole in 10 ml of THF was cooled in ice, and 1.69 ml of a 1.0 M diisobutylaluminum hydride/toluene solution was added dropwise to the cooled solution under an argon atmosphere. The mixture was stirred at room temperature for 2 hr. Water was added to the reaction solution, and the mixture was adjusted to pH 2.5 by the addition of 1 N aqueous hydrochloric acid. The insolubles were removed by filtration through Celite, and the filtrate was extracted twice with ethyl acetate. The organic layers were combined, were washed with brine, were dried over anhydrous magnesium sulfate, were filtered, and were concentrated under the reduced pressure to give 234 mg of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08344154B2 |
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| Source dataset | uspto-grants-2013_01 |
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| ORD ID | ord-d77b1d9c92994793b2ea3b72ff0b191e |
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| Source note | uspto-grants-2013_01 |
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