Tyramine hydrochloride → HCID 19363249, compound

HRID 850493Notes

Reaction equation

HRID 850493 reaction equation
[CH2:1]([O:6][C:7]1[CH:8]=[C:9]([C:16]([OH:18])=O)[C:10](=[CH:14][CH:15]=1)[C:11]([OH:13])=O)[CH2:2][CH2:3][CH2:4][CH3:5].Cl.[NH2:20][CH2:21][CH2:22][C:23]1[CH:28]=[CH:27][C:26]([OH:29])=[CH:25][CH:24]=1>C(O)(=O)C>[OH:29][C:26]1[CH:27]=[CH:28][C:23]([CH2:22][CH2:21][N:20]2[C:16](=[O:18])[C:9]3=[CH:8][C:7]([O:6][CH2:1][CH2:2][CH2:3][CH2:4][CH3:5])=[CH:15][CH:14]=[C:10]3[C:11]2=[O:13])=[CH:24][CH:25]=1

Participants

4

Reactant 2

HCID 66449Tyramine hydrochlorideHCID 19363454HCID 19363454, compound

Product 1

HCID 19363249HCID 19363249, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
96 °C

Procedure

The crude product of 4-pentyloxyphthalic acid was dissolved in acetic acid (20 ml), and tyramine hydrochloride (2.74 g, 20 mmol) was added. The mixture was stirred at 96° C. for 4 hours, and concentrated under reduced pressure. The obtained residue was purified by column chromatography on silica gel (hexane/ethyl acetate=6/1) to give N-2-(4-hydroxyphenyl)ethyl-4-pentyloxyphthalimide (2.6 g, 9.4 mmol, 88%) as colorless crystals.

Workup

  1. concentrationconcentrated under reduced pressure
  2. customThe obtained residue was purified by column chromatography on silica gel (hexane/ethyl acetate=6/1)

Sources & evidence

ORD record
ord-3a17e233f62a4452b3a5d5a8a421f67c
Source dataset
uspto-grants-2000_01
Patent number
US06017919

Reaction notes

Loading…