Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | 6-Oxoheptanoic acid | HCID 98810 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 2-Bromophenylhydrazine hydrochloride | HCID 2723912 | — |
| Product | HCID 66739083 | HCID 66739083 | — |
Reaction Steps
To a solution of (2-bromophenyl)hydrazine hydrochloride (14 g) in ethanol (60 mL), 5-acetylvaleric acid (9.0 g) was added. The reaction mixture was stirred at 50° C. for 40 minutes, and concentrated sulfuric acid (6.0 mL) was added thereto, followed by heating under reflux for 16 hours. The reaction mixture was added to a saturated aqueous sodium hydrogen carbonate solution which was then extracted with ethyl acetate and dried over anhydrous sodium sulfate, followed by concentration under reduced pressure. The resulting residue was purified by column chromatography (hexane:ethyl acetate=8:1) to obtain the title compound (15 g) having the following physical properties.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08598223B2 |
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| Source dataset | uspto-grants-2013_12 |
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| ORD ID | ord-4295e18db1f149f794e3628bd88d7f26 |
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| Source note | uspto-grants-2013_12 |
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