2-BroMo-5-(1,1-diMethylheptyl)phenol synthesis

6synthesis methods

Product Name:2-BroMo-5-(1,1-diMethylheptyl)phenol
CAS Number:70120-14-8
Molecular formula:C15H23BrO
Molecular Weight:299.25

70120-12-6 Synthesis

70120-12-6
8 suppliers
$640.00/100mg

70120-14-8
6 suppliers
$195.00/100mg

Yield:70120-14-8 65%

Reaction Conditions:

with bromine in tetrachloromethane at 30; for 0.25 h;

Steps:

1 3-(1,1-Dimethylheptyl)-6-bromophenol (6)

A solution of bromine (0.8575 g, 16.66 mmol) in carbon tetrachloride (CCl₄) (10 mL) was added dropwise to a solution of 5 (3.66 g, 16.66 mmol) in CCl₄ (10 mL) using an addition funnel. The mixture was stirred for a further 15 min and the temperature maintained below 30° C. The solvent was then removed in vacuo. The crude product was purified by flash chromatography, eluding with 0-10% EtOAc in cyclohexane gradient to obtain the product (6) as a viscous brown oil (3.25 g, 10.83 mmol, 65%): ¹H NMR (CDCl₃) δ 7.36-7.33 (d, J=9, 1H), 6.99-6.98 (d, 1H), 6.79-6.73 (dd, J₁=1, J₂=1, 1H), 5.41-5.40 (s, 1H), 1.57-1.51 (m, 2H), 1.24 (s, 6H), 1.16 (bs, 6H), 1.04-1.01 (m, 2H), 0.86-0.81 (t, 3H); ¹³C NMR (CDCl₃) δ 151.91 (C, Ar), 151.75 (C, Ar), 131.21 (CH, Ar), 119.76 (CH, Ar), 113.97 (CH, Ar), 106.73 (CH, Ar), 44.44 (CH₂), 31.77 (CH₂), 29.97 (CH₂), 28.87 (CH₃), 24.64 (CH₂), 22.67 (CH₂), 14.09 (CH₃); MS (FAB⁺) m/z 300 (M+1).