6-Benzyloxy-2-bromo-1-tetralone
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Chemical Product Description & Applications
2-Bromo-6-benzyloxy-1-tetralone is an alpha-brominated cyclic ketone that carries a protected phenolic group. The carbonyl permits reduction to a bromohydrin, while the neighboring bromine provides a retained handle for subsequent unsaturated-fragment construction. The benzyl ether protects the aromatic oxygen during reactions centered on the saturated ring.
This intermediate follows bromination of benzyloxy tetralone and precedes the brominated alcohol or alkene stages. Its adjacent carbonyl and bromine must be treated as a linked reactive arrangement, rather than as an isolated aryl bromide. Reduction changes the carbonyl oxidation state while preserving the ring substitution needed downstream. Later dehydration provides access to a brominated dihydronaphthalene fragment used in elacestrant-oriented routes.
Typical Applications
- Bromotetralol intermediate synthesis: Used in carbonyl-reduction sequences to prepare the corresponding bromo alcohol, retaining the benzyl-protected phenolic oxygen.
- Bromodihydronaphthalene feedstock preparation: Used upstream of reduction–dehydration sequences that establish an alkene while preserving bromine for subsequent fragment coupling or borylation.
Specifications
| Parameter | Specification | Test Method |
|---|---|---|
| Appearance | Solid; color consistent with the reference sample | Visual inspection |
| Identification | Consistent with authenticated reference | FTIR fingerprint comparison |
| Chromatographic purity | ≥98.0 area% | HPLC with suitable UV or CAD detection |
| Total organic impurities | ≤2.0 area% | HPLC, area normalization |
| Largest individual impurity | ≤1.0 area% | HPLC, area normalization |
| Water | ≤1.0% w/w | Karl Fischer titration |
Specifications describe the standard grade. Tolerance, test method and documentation package are confirmed per order.
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