Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 86700815 | HCID 86700815 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 72203367 | HCID 72203367 | — |
Reaction Steps
1 M aqueous NaOH solution (0.60 mL) is added to a solution of {(S)-6-[(R)-4-benzyl-5-cyano-indan-1-yloxy]-2,3-dihydro-benzofuran-3-yl}-acetic acid methyl ester (0.10 g) in methanol (3 mL) at room temperature. The mixture is stirred at 40° C. for 1 h. The mixture is diluted with water and neutralized with 1 M aqueous HCl solution. The resulting mixture is extracted with ethyl acetate, and the combined extract is washed with brine and dried (MgSO4). The solvent is evaporated and the residue is chromatographed on silica gel (cyclohexane/ethyl acetate 50:50→0:100) to give the title compound. In case the product is insufficiently pure after this procedure the product is submitted to HPLC on reversed phase (MeCN/water). LC (method 4): tR=1.14 min; Mass spectrum (ESI+): m/z=424 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08809376B2 |
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| Source dataset | uspto-grants-2014_08 |
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| ORD ID | ord-0cec5d1ef81047b680c3913c936da9b9 |
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| Source note | uspto-grants-2014_08 |
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