Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 86692524 | HCID 86692524 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86692523 | HCID 86692523 | 68.6% |
Reaction Steps
To a solution of [4-(5-bromo-3-methylpyridin-2-yl)cyclohex-3-en-1-yl]carboxylic acid ethyl ester (8.57 g) in ethanol (26 ml) and tetrahydrofuran (26 ml) was added 2N aqueous solution of sodium hydroxide (52 ml) at room temperature, and stirred at 70° C. for 1 hour. After completion of the reaction, the mixture was cooled to room temperature, and extracted with diethyl ether. To the obtained aqueous layer was added 1 N hydrochloric acid aqueous solution under ice-cooling, and the precipitated solid was collected by filtration to give [4-(5-bromo-3-methylpyridin-2-yl)cyclohex-3-en-1-yl]carboxylic acid (5.37 g) as a pale yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09150555B2 |
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| Source dataset | uspto-grants-2015_10 |
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| ORD ID | ord-6f93ccfe84c542cc8bc04d8cfea1971b |
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| Source note | uspto-grants-2015_10 |
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