O-Methyltyramine → HCID 21406681, compound

HRID 596629Notes

Reaction equation

HRID 596629 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][NH2:11])=[CH:5][CH:4]=1.[C:12](OC)(=[O:21])[CH:13]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[OH:14]>CCOCC>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][NH:11][C:12](=[O:21])[CH:13]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[OH:14])=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 4657O-MethyltyramineHCID 78066(+-)-Methyl mandelate

Product 1

HCID 21406681HCID 21406681, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A mixture of 20.0 g. (0.133 mol) of 4-methoxyphenylethylamine and 22.0 g. (0.133 mol) of methyl mandelate is heated at about 90° C. with stirring under nitrogen for 16 hours. The reaction mixture is taken up in ether and the product crystallized, giving N-[2-(4-methoxyphenyl)ethyl]mandelamide, m.p. 86°-88° C.

Workup

  1. additionA mixture of 20.0 g
  2. customthe product crystallized

Sources & evidence

ORD record
ord-69480ea4ea714cba96b741247e0ddcea
Source dataset
uspto-grants-1977_03
Patent number
US04011319

Reaction notes

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