tert-Butyl 4-bromophenethyl(ethyl)carbamate
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Chemical Product Description & Applications
tert-Butyl 4-bromophenethyl(ethyl)carbamate is a protected phenethylamine building block with a para-brominated aromatic ring. The aryl bromide provides a handle for carbon–carbon bond construction, while the Boc carbamate masks the secondary N-ethylamine during earlier synthetic operations. Together, these functions allow aromatic-fragment assembly to precede release of the amine.
The material is the N-ethyl, Boc-protected derivative, not 4-bromophenethylamine or its hydrochloride. Its two-carbon connection between the ring and nitrogen is retained in downstream products. Following the required aromatic transformation, acid-mediated Boc removal exposes an N-ethylaminoethyl group for subsequent alkylation or other nitrogen functionalization. This protected architecture is useful in multistep routes requiring independent control of aryl coupling and amine chemistry.
Typical Applications
- Aryl-fragment assembly: Used as an aryl-bromide substrate in coupling-route development, introducing a protected N-ethylphenethylamine fragment into a larger aromatic structure while masking the nitrogen functionality.
- N-Ethylphenethylamine intermediate preparation: Used in sequences that remove the Boc group after aromatic modification, furnishing the secondary amine needed for subsequent nitrogen–carbon bond formation.
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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