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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

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrazine hydrate (1:1)HCID 24654—
Reactant3-(2,2,3,3,3-Pentafluoropropoxy)methyl-4-methyl-1-nitrobenzeneHCID 15070168—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product3-(2,2,3,3,3-Pentafluoropropoxy)methyl-4-methylanilineHCID 1507016993%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05162583
Source datasetuspto-grants-1992_11
ORD IDord-499f6b543fd34cbf8d4a283826eec452
Source noteuspto-grants-1992_11