Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Benzyl chloroformate | HCID 10387 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 178423623 | HCID 178423623 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 68311075 | HCID 68311075 | 81% |
Reaction Steps
The compound (0.80 g, 4.08 mmol) obtained in Step 1 above was dissolved in acetonitrile (10 ml) and water (20 ml), sodium bicarbonate (1.71 g, 30.4 mmol) and carbobenzoxy chloride (0.72 ml, 4.89 mmol) were added under ice cooling and the resulting mixture was stirred at 5° C. for 21 hours. Saturated sodium bicarbonate solution was added to the reaction mixture, followed by extraction with dichloromethane:methanol [10:1 (v/v)]. The organic layer was dried over anhydrous sodium sulfate. The solvent was concentrated under reduced pressure and the residue obtained was purified by silica gel column chromatography [n-hexane:ethyl acetate=17:3→3:2 (v/v)] to give 0.97 g (81%) of the title compound as a colorless solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08629133B2 |
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| Source dataset | uspto-grants-2014_01 |
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| ORD ID | ord-78d0cc240e464c43a986a129210892aa |
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| Source note | uspto-grants-2014_01 |
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