Phenylglyoxal → N-(3-(4-Methylphenyl)propyl)-2-hydroxy-2-phenylethanamine

HRID 280313Notes

Reaction equation

HRID 280313 reaction equation
[C:1]1([C:7]([CH:9]=O)=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:11][C:12]1[CH:17]=[CH:16][C:15]([CH2:18][CH2:19][CH2:20][NH2:21])=[CH:14][CH:13]=1>>[CH3:11][C:12]1[CH:17]=[CH:16][C:15]([CH2:18][CH2:19][CH2:20][NH:21][CH2:9][CH:7]([OH:8])[C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)=[CH:14][CH:13]=1

Participants

3

Reactant 2

HCID 14090PhenylglyoxalHCID 125642703-(4-Methylphenyl)propan-1-amine

Product 1

HCID 20212420N-(3-(4-Methylphenyl)propyl)-2-hydroxy-2-phenylethanamine

Procedure

The title compound was prepared in the manner described in Example 9 using phenylglyoxal and 3-(4-Methylphenyl)propanamine. Recrystallization of the chromatographed material from benzene-hexane gave the title compound m.p. 114-116. τ(CDCL3) 8.15 (2H, m), 7.7 (3H, s), 6.9-7.5 (6H, m+2H, disappears with D2O), 5.3 (1H, m), 2.9 (4H, s), 2.7 (5H, m).

Workup

  1. customThe title compound was prepared in the manner
  2. customRecrystallization of the chromatographed material from benzene-hexane

Sources & evidence

ORD record
ord-ee42504e3d654a9b9c7dea16de494dc3
Source dataset
uspto-grants-1986_05
Patent number
US04588749

Reaction notes

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