Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Cyanide | HCID 9032 | — |
| Reactant | HCID 86760897 | HCID 86760897 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 68868318 | HCID 68868318 | 74% |
Reaction Steps
To a solution of 2-(4-benzyloxy-3-t-butylphenyl)-1-methanesulfonyloxymethylethylcarbamic acid benzyl ester 1.93 g, 4.23 mmol) in DMSO (11 ml), potassium cyanide (827 mg, 12.7 mmol) was added and heated at 70° C. After stirring for 4 hours, the mixture was mixed with water and extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and evaporated to remove the solvent under reduced pressure; the thus obtained residue was subjected to silica gel column chromatography (developing solvent: n-hexane:ethyl acetate=2:1), giving the titled compound (1.42 g, 74%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07553969B1 |
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| Source dataset | uspto-grants-2009_06 |
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| ORD ID | ord-ef059b1fe4f54fcbbcfe21d345442dcb |
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| Source note | uspto-grants-2009_06 |
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