1-Phenethylamine → 1-Phenethylamine, (+)-

HRID 259426Notes

Reaction equation

[CH3:1][CH:2]([NH2:9])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[OH-].[Na+].O(C(C)C)C(C)C>>[CH3:1][C@@H:2]([NH2:9])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

Reactant 3

HCID 74081-Phenethylamine

HCID 7914Diisopropyl Ether

HCID 14798Sodium Hydroxide

Product 1

HCID 6431891-Phenethylamine, (+)-

Procedure

A mixture of 1 part of (+)-α-methylbenzylamine salt with R-(+)-1-(α-methylbenzyl)-5-imidazolecarboxylic acid and 6 parts of sodium hydroxide solution 1N is shaken in a closed tube till all solid enters solution (pH = ± 11). The resulting solution is shaken five times for 1 minute, each time after the addition of 1.4 parts of 2,2'-oxybispropane. The organic phases are combined (the alkaline aqueous phase is set aside) and evaporated, yielding R-(+)-α-methylbenzylamine.

Workup

stirringThe resulting solution is shaken five times for 1 minute
customevaporated

Sources & evidence

ORD record: ord-6aa1f46a48094a149804cacfc05603d2
Source dataset: uspto-grants-1977_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04038286

Reaction notes

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