Ethyl formate → N-[2-(3-Methoxyphenyl)ethyl]formamide

HRID 484390Notes

Reaction equation

HRID 484390 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][CH:11]=1)[CH2:6][CH2:7][NH2:8].[CH:12](OCC)=[O:13]>C1(C)C=CC=CC=1>[CH:12]([NH:8][CH2:7][CH2:6][C:5]1[CH:9]=[CH:10][CH:11]=[C:3]([O:2][CH3:1])[CH:4]=1)=[O:13]

Participants

4

Reactant 2

HCID 8025Ethyl formateHCID 748663-Methoxyphenethylamine

Product 1

HCID 13562936N-[2-(3-Methoxyphenyl)ethyl]formamideYield 99.9%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 25 Kg of 3-methoxyphenethylamine, 9 Kg of toluene and 23 Kg of ethyl formate was heated to reflux (62°-76° C.) for 6 hours. The volatile components were removed under vacuum, the residue treated with a further 9 Kg of toluene and the solvent removed under vacuum, leaving 29.6 Kg of N-formyl-3-methoxy-phenethylamine as a pale yellow oil.

Workup

  1. temperatureto reflux (62°-76° C.) for 6 hours
  2. customThe volatile components were removed under vacuum
  3. additionthe residue treated with a further 9 Kg of toluene
  4. customthe solvent removed under vacuum

Sources & evidence

ORD record
ord-2171a0c67ac54bc58dfb0f1985e59042
Source dataset
uspto-grants-1993_07
Patent number
US05231181

Reaction notes

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