Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | Hydrazine hydrate (1:1) | HCID 24654 | — |
| Reactant | 1-(2-Aminophenyl)-3-methylbutan-1-one | HCID 12297609 | — |
| Solvent | Triethylene Glycol | HCID 8172 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-(3-Methylbutyl)aniline | HCID 18764094 | 72.1% |
Reaction Steps
A solution comprising 8.0 g (0.045 mol) of 1-(2-aminophenyl)-3-methylbutan-1-one (X-1), 6.8 g (0.135 mol) of hydrazine hydrate and 7.6 g (0.135 mol) of potassium hydroxide in 90 ml of triethylene glycol is heated at 210° C. for 6 h. For work-up, water and ethyl acetate are added at room temperature. The organic phase is again washed with water, dried over magnesium sulphate and concentrated under reduced pressure. Purification by column chromatography (cyclohexane/ethyl acetate 3:1) gives 5.3 g (71.5% of theory) of [2-(3-methylbutyl)-phenyl]amine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07879760B2 |
|---|
| Source dataset | uspto-grants-2011_02 |
|---|
| ORD ID | ord-cb8e894fb6f642e68ae41001b4f15a85 |
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| Source note | uspto-grants-2011_02 |
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