Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Pyridinium hydrochloride | HCID 21584435 | — |
| Reactant | HCID 86639987 | HCID 86639987 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 86639986 | HCID 86639986 | — |
Reaction Steps
A mixture of 6-(4-ethylbenzyl)-2-methoxy-4-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranos-1-yl)-benzonitrile (0.36 g) and pyridinium hydrochloride (0.72 g) is heated at 215° C. for 1.5 h. After cooling to ambient temperature, the mixture is dissolved in methanol (8 mL) and treated with 4 M aqueous NaOH solution (2.5 mL). The solution is stirred at room temperature for 1 h and then acidified using hydrochloric acid (4 mol/L). After removal of the organic solvents, the residue is extracted with ethyl acetate, the combined organic extracts are dried (sodium sulphate) and the solvent is evaporated. The remainder is purified by HPLC on reversed phase (YMC C18, acetonitrile/water).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07879806B2 |
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| Source dataset | uspto-grants-2011_02 |
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| ORD ID | ord-aa4e83a6c087488784e05cfdc9a5523c |
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| Source note | uspto-grants-2011_02 |
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