Phenylethanolamine → HCID 18627859, compound

HRID 280312Notes

Reaction equation

HRID 280312 reaction equation
[OH:1][CH:2]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)[CH2:3][NH2:4].[CH2:11]([C:13]1[CH:18]=[CH:17][C:16]([CH2:19][C:20](=O)[CH3:21])=[CH:15][CH:14]=1)[CH3:12]>>[CH2:11]([C:13]1[CH:18]=[CH:17][C:16]([CH2:19][CH:20]([NH:4][CH2:3][CH:2]([OH:1])[C:5]2[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=2)[CH3:21])=[CH:15][CH:14]=1)[CH3:12]

Participants

3

Reactant 2

HCID 1000PhenylethanolamineHCID 70192734-ETHYLPHENYLACETONE

Product 1

HCID 18627859HCID 18627859, compound

Procedure

The title compound was prepared in the manner described in Example 3 using 2-hydroxy-2-phenylethanamine and 4-ethylphenyl acetone. Recrystallization of the chromatographed material from hexane gave the title compound m.p. 76-82 as a 19:81 mixture of diastereoisomers (analysed as the hemi-hydrate). τ(CDCl3), 8.9 (3H, d, J=6 Hz), 8.8 (3H, t, J=6 Hz), 7.5 (2H, disappears with D2O), 7.0-7.5 (7H, m), 5.35 (1H, dd), 2.9 (4H, s), 2.7 (5H, s).

Workup

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

Sources & evidence

ORD record
ord-5d85d69bf2c142818c2bbec3fc9090f9
Source dataset
uspto-grants-1986_05
Patent number
US04588749

Reaction notes

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