Hydrochloric Acid → 3-Ethylaniline

HRID 2395890Notes

Reaction equation

HRID 2395890 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-93624d96eaeb4c728321265894882cc2
Source dataset
uspto-grants-1996_02
Patent number
US05489709

Reaction notes

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