Ethylamine → Ethyl(2-naphthyl)amine

HRID 1833975Notes

Reaction equation

HRID 1833975 reaction equation
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1O.P(OCC1C=CC=CC=1)(OCC1C=CC=CC=1)OCC1C=CC=CC=1.[CH2:37]([NH2:39])[CH3:38]>O>[CH2:37]([NH:39][C:2]1[CH:3]=[CH:4][C:5]2[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=2)[CH:1]=1)[CH3:38]

Participants

5

Reactant 3

HCID 6341EthylamineHCID 86632-NaphtholHCID 11810300Tribenzyl phosphite

Product 1

HCID 75530Ethyl(2-naphthyl)amineYield 94%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

288 parts of β-naphthol, 5 parts of tribenzyl phosphite and 115 parts of ethylamine gas are heated at 230° C in a pressure autoclave for 10 hours. The pressure is 35 atmospheres. The mixture is added to 2,000 parts of water and the batch is stirred for 30 minutes at 70° - 80° C. The lower oily phase is separated off and distilled. 321 parts of N-ethyl-β-naphthylamine, boiling at 119° - 120° C/0.1 mm Hg are obtained, corresponding to a yield of 94% of theory.

Workup

  1. customThe lower oily phase is separated off
  2. distillationdistilled

Sources & evidence

ORD record
ord-7d54341e5a0a442db96364f9f57c4c2c
Source dataset
uspto-grants-1978_01
Patent number
US04067903

Reaction notes

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