Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Cyclohexyl bromide | HCID 7960 | — |
| Reactant | Methyl 2-[3-isobutyl-4-(quinolin-2-yl-methoxy)phenyl]acetate | HCID 19087768 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 19025748 | HCID 19025748 | — |
Reaction Steps
12 g (0.003 mol) of methyl 2-[3-isobutyl-4-(quinolin-2-yl-methoxy)phenyl]acetate and 6.52 g (0.04 mol)=4.9 ml of cyclohexyl bromide are dissolved in 36 ml of DMF under an argon atmosphere and the solution is cooled to 0° C. 4.88 g (0.04 mol) of potassium tertiary butylate, dissolved in 80 ml of DMF, are added dropwise thereto with stirring. After a reaction time of about 2 hours the temperature is allowed to rise to RT and the mixture is acidified with 2N hydrochloric acid and evaporated to dryness in vacuo. The remaining residue is extracted with 100 ml of dichloromethane and 50 ml of water, the organic phase is separated off, dried with Na2SO4, evaporated to a small volume in vacuo and the remaining residue is separated by column chromatography (silica gel 60, mobile solvent: dichloromethane/ethyl acetate=100/2).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05304563 |
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| Source dataset | uspto-grants-1994_04 |
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| ORD ID | ord-ca13aa758fdc4c519d34040a23edd010 |
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| Source note | uspto-grants-1994_04 |
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