Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | HCID 59714905 | HCID 59714905 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59714853 | HCID 59714853 | 51.6% |
Reaction Steps
To a solution of 2-(acetoxymethyl)-2-[2-[1-[2-(tert-butyldiphenylsiloxy)ethyl]cyclohexyl]ethyl]-1,4-diacetoxybutane (340 mg) in methanol (5 mL) and tetrahydrofuran (3 mL) was added 3N hydrochloric acid (2.0 mL) at room temperature. After stirring the solution at room temperature for 5.5 hours, water was added thereto. The solution was concentrated under reduced pressure to distill off methanol and tetrahydrofuran, and it was extracted with ethyl acetate. The organic layer was washed in turn with water and saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, and then, concentrated under reduced pressure. The resulting residue was purified by column chromatography (silica gel, hexane:ethyl acetate=4:6) to give the title compound (110 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07375115B2 |
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| Source dataset | uspto-grants-2008_05 |
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| ORD ID | ord-0eff1b9bac07436fa6e1eded40416c3f |
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| Source note | uspto-grants-2008_05 |
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