Hydrochloric Acid → 3-Ethylaniline

HRID 488112Notes

Reaction equation

HRID 488112 reaction equation
C[NH:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([CH2:9][CH3:10])[CH:4]=1.Cl>CCOCC>[CH2:9]([C:5]1[CH:4]=[C:3]([CH:8]=[CH:7][CH:6]=1)[NH2:2])[CH3:10]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 149775623-Ethyl-n-methylaniline

Product 1

HCID 114753-EthylanilineYield 95%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

The N-methyl-3-ethyl aniline obtained in the previous step was dissolved in 250 ml anhydrous ether and to this was added (by annulation) about 400 ml of HCl (1.0M solution in ether) at ambient temperature. The resultant white precipitate was filtered through a Buchner funnel, washed with ether, and dried to afford 39.0 g (95% yield, 76% overall in 3 steps from 3-ethyl aniline) of a white solid.

Workup

  1. filtrationThe resultant white precipitate was filtered through a Buchner funnel
  2. washwashed with ether
  3. customdried

Sources & evidence

ORD record
ord-7087bece63f34f90bbb5b960904e5e87
Source dataset
uspto-grants-1994_03
Patent number
US05298657

Reaction notes

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