Styrene Oxide → HCID 10662045, compound

HRID 223106Notes

Reaction equation

HRID 223106 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:22][CH:15]1[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>O1CCCC1>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:11][CH2:12][NH:13][CH2:14][CH:15]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[OH:22])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]

Participants

4

Reactant 2

HCID 7276Styrene OxideHCID 8421Homoveratrylamine

Product 1

HCID 10662045HCID 10662045, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 100 g (0.55 mol) of 3,4-dimethoxyphenylethylamine and 66.2 g (0.55 mol) of styrene oxide in 200 ml of tetrahydrofuran was refluxed overnight. The solvent was removed in vacuo. About 500 ml of n-butyl chloride was added to the residue and the mixture cooled slightly. Filtration furnished N-[2-(3,4-dimethoxyphenyl)ethyl]-2-phenyl-2-hydroxyethylamine, m.p. 92°-93°.

Workup

  1. temperaturewas refluxed overnight
  2. customThe solvent was removed in vacuo
  3. additionAbout 500 ml of n-butyl chloride was added to the residue
  4. temperaturethe mixture cooled slightly
  5. filtrationFiltration

Sources & evidence

ORD record
ord-4bd8f5b96fc44887a7ce7f5b88688026
Source dataset
uspto-grants-1982_10
Patent number
US04352754

Reaction notes

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