Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | HCID 58653653 | HCID 58653653 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Product | HCID 11609036 | HCID 11609036 | — |
Reaction Steps
A suspension of ethyl 3-(1H-benzimidazol-1-yl)-3-(4-ethylphenyl)propanoate (180 mg, 559 μmol) in hydrochloric acid (10 mL of a 5N solution) was stirred at room temperature for 72 hours. A mixture of acetonitrile and methanol (10:1, 11 mL) was added, and the resulting solution stirred at room temperature for 110 hours. The solution was warmed to reflux for 24 hours, and evaporated in vacuo. The residue was taken up into aqueous sodium carbonate, and the resulting solution extracted with diethyl ether. The aqueous phase was acidified with dilute hydrochloric acid (pH<4), and extracted with dichloromethane. The combined dichloromethane extracts were evaporated in vacuo to afford the title compound, [LCMS (Method A, Mobile Phase I) RT=4.20 min, MH+ 296].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08003806B2 |
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| Source dataset | uspto-grants-2011_08 |
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| ORD ID | ord-75243292c9184fa4b9f402c5ecbaf9fe |
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| Source note | uspto-grants-2011_08 |
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