Isopropanol → HCID 13560818, compound

HRID 1721981Notes

Reaction equation

HRID 1721981 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:11][CH2:12][NH2:13])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].[CH2:14]1[O:16][CH:15]1[CH2:17]O.C([OH:22])(C)C>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:11][CH2:12][NH:13][CH2:17][CH2:15][CH:14]([OH:22])[OH:16])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]

Participants

4

Reactant 3

HCID 3776Isopropanol2×HCID 8421HomoveratrylamineHCID 11164Glycidol

Product 1

HCID 13560818HCID 13560818, compound

Procedure

To a solution of β-(3,4-dimethoxyphenyl)ethylamine (151.0 g, 0.83 m) in isopropanol (160 ml) heated at 50° is added a solution of glycidol (24.8 g, 0.33 m) in isopropanol (25 ml) over 30 minutes. After heating at 50° for 30 minutes and at 70° for 15 hours, the solvent is concentrated under reduced pressure. The residue is distilled at 224°-227° C. at 0.7 mm to yield I (47.9 g, 57%).

Workup

  1. temperatureAfter heating at 50° for 30 minutes and at 70° for 15 hours
  2. concentrationthe solvent is concentrated under reduced pressure
  3. distillationThe residue is distilled at 224°-227° C. at 0.7 mm
  4. customto yield I (47.9 g, 57%)

Sources & evidence

ORD record
ord-12598cfa593b4fc494727c05d7e9fdb6
Source dataset
uspto-grants-1989_08
Patent number
US04853383

Reaction notes

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