HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 373362Generated: October 25, 2026
Hydrazine hydrate (1:1) → 3-(2,2,3,3,3-Pentafluoropropoxy)methyl-4-methylaniline
https://huagongshe.com/reaction/373362
Participants
| Role | Name | HCID | Charge |
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| Reactant | Hydrazine hydrate (1:1) | HCID 24654 | — |
| Reactant | 3-(2,2,3,3,3-Pentafluoropropoxy)methyl-4-methyl-1-nitrobenzene | HCID 15070168 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 3-(2,2,3,3,3-Pentafluoropropoxy)methyl-4-methylaniline | HCID 15070169 | 93% |
Reaction Steps
In 40 ml of ethanol, 7.30 g (0.0244 mol) of the nitro compound obtained in Example 1 was dissolved. The solution was added with 0.1 g of 10% Pd-C and 3.66 g (0.073 mol) of hydrazine hydrate and refluxed on a hot water bath for one hour. After allowed to cool by itself, the solution was passed through a Celite layer to filter out the catalyst and then washed with ethanol. The filtrate was concentrated, dissolved in dichloromethane, washed with water, a saturated sodium bicarbonate aqueous solution and a saturated sodium chloride aqueous solution, and dried over anhydrous potassium carbonate. The solvents were distilled off and the residue was fractionally distilled, collecting the fraction having a boiling point of 82°-83° C. at 0.18 mmHg. There was obtained 6.09 g of 3-(2,2,3,3,3-pentafluoropropoxy)methyl-4-methylaniline in a 93% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05162583 |
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| Source dataset | uspto-grants-1992_11 |
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| ORD ID | ord-499f6b543fd34cbf8d4a283826eec452 |
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| Source note | uspto-grants-1992_11 |
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