(+)-[(R)-1-Bromoethyl]benzene synthesis

5synthesis methods

Product Name:(+)-[(R)-1-Bromoethyl]benzene
CAS Number:1459-14-9
Molecular formula:C8H9Br
Molecular Weight:185.06

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Yield: 96%

Reaction Conditions:

with 1,2-dibromo-1,1,2,2-tetrachloroethane;triphenylphosphine in dichloromethane at 20; for 0.15 h;Appel Halogenation;

Steps:

3.3. General procedure for conversion to bromide
General procedure: PPh₃ (2.2 mmol) was dissolved in freshly distilled dichloromethane (4.0 mL) at 20 °C. A solution of DBTCE (2.2 mmol) in freshly distilled dichloromethane (4.0 mL) was added to the solution dropwise and the white colloidal mixture was stirred for 2 min. A solution of alcohol (2.0 mmol) or cyclic ether (1.0 mmol) in freshly distilled dichloromethane (4.0 mL) was added to the mixture dropwise over 2 min and during adding the reaction mixture became a colorless solution. The resulting solution was stirred for 5 min and the mixture was purified by flash column on 20 g of silica gel using petroleum ether or a mixture of petroleum ether/EtOAc (1:1).

References:

Essiz, Selçuk;Daştan, Arif [Turkish Journal of Chemistry,2019,vol. 43,# 1,p. 150 - 156]