ChemicalBook CAS DataBase List 1-BROMO-7-METHYLOCTANE

1-BROMO-7-METHYLOCTANE synthesis

8synthesis methods

Product Name:1-BROMO-7-METHYLOCTANE
CAS Number:54088-99-2
Molecular formula:C9H19Br
Molecular Weight:207.15

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Yield:54088-99-2 74%

Reaction Conditions:

with N-Bromosuccinimide;triphenylphosphine in DMF (N,N-dimethyl-formamide) at 20; for 0.5 h;

Steps:

14.14b 14b. 1-Bromo-7-methyl-octane

To a solution of 7-methyl-octan-1-ol (1.20 g, 8.33 mmol) in DMF (20 ML) was added triphenylphosphine (2.43 g, 9.26 mmol).The solution was cooled to 0° C. and NBS (1.60 g, 8.99 mmol) was added in portions.After stirring for 30 min at room temperature, the reaction was quenched with methanol (1 ML).The solution was diluted with ether (100 ML), washed with water, saturated aqueous NaHCO3 and brine successively.The organic layer was dried and concentrated.The residue was purified by flash chromatography on silica gel, eluding with hexane to afford 1-bromo-7-methyl-octane (1.28 g, 74%) as a colorless oil: 1H NMR (300 MHz, CDCl3) δ 3.41 (2H, t, J=6.6 Hz), 1.85 (2H, m), 1.52 (1H, m), 1.42 (2H, m), 1.28 (4H, m), 1.17 (2H, m), 0.87 (3H, s), 0.85 (3H, s); 13C NMR (75 MHz, CDCl3) δ 39.16, 34.34, 33.14, 29.34, 28.52, 28.24, 27.51, 22.94.

References:

US2003/225142,2003,A1 Location in patent:Page 12