3-[1-(Dimethylamino)ethyl]phenol
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Molecular formula
Molecular weight
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Chemical Product Description & Applications
3-[1-(Dimethylamino)ethyl]phenol is a racemic phenolic intermediate used in synthetic routes to rivastigmine-related structures. The phenol supplies a site for carbamate formation, while the basic tertiary amine permits acid-salt formation during isolation or resolution. Its aminoethyl stereocenter is not specified as a single configuration in this material.
The racemate differs from the isolated S phenol and from its hydrochloride. It is useful upstream of stereochemical separation, where both enantiomers are present and the desired configuration is recovered through an appropriate resolution strategy. Alternatively, phenolic functionalization can provide racemic carbamate material for route development. Its role is therefore to supply the molecular framework before stereochemical control is completed.
Typical Applications
- Rivastigmine intermediate resolution: Used as the racemic feedstock in routes that isolate the desired phenol enantiomer, including development of diastereomeric salt crystallization and recovery sequences.
- Racemic aryl-carbamate synthesis: Used in phenolic carbamoylation studies to prepare racemic rivastigmine-related material, enabling evaluation of chemical conversion separately from the enantiomer-separation stage.
Specifications
| Parameter | Specification | Test Method |
|---|---|---|
| Appearance | Clear liquid; color consistent with the reference sample | Visual inspection |
| Identification | Consistent with authenticated reference | FTIR fingerprint comparison |
| Chromatographic purity | ≥99.0 area% | GC-FID |
| Total organic impurities | ≤1.0 area% | GC-FID, area normalization |
| Water | ≤0.20% w/w | Karl Fischer titration |
| Nonvolatile residue | ≤0.10% w/w | Gravimetric evaporation residue |
Specifications describe the standard grade. Tolerance, test method and documentation package are confirmed per order.
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