As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 25574-11-2, name is 3-(4-Bromophenyl)propan-1-ol, molecular formula is C9H11BrO, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. HPLC of Formula: C9H11BrO
A round-bottom-flask was charged with 3-(4-bromophenyl)propan-1-ol (88) (406 mg, 1.89 mmol, 1 eq), pyridin-3-ylboronic acid (348 mg, 2.83 mmol, 1.5 eq) and Pd(PPh3)4 (20 mg, 0.02 mmol, 0.01 eq) dissolved in DCM (1.9 mL) and DMF (4.2 mL). The flask was put under an argon atmosphere and aqueous K2CO3 (2 M, 2.36 mL, 4.73 mmol, 2.5 eq) was added. The reaction mixture was stirred at 85C for 2.5 h, filtered over Celite and concentrated under reduced pressure. The residue was purified via flash-column-chromatography (SiO2, 50% to 90% EtOAc in pentane) to yield the product (296 mg, 74%). 1H NMR (400 MHz, chloroform-d) delta 8.83 (d, J = 1.9 Hz, 1H), 8.57 (dd, J = 4.8, 1.3 Hz, 1H), 7.88 (dt, J = 7.9, 1.9 Hz, 1H), 7.51 (d, J = 8.1 Hz, 2H), 7.37 (dd, J = 7.8, 4.9 Hz, 1H), 7.32 (d, J = 8.1 Hz, 2H), 3.72 (t, J = 6.4 Hz, 2H), 2.83 – 2.74 (m, 2H), 2.59 (s, 1H), 1.94 (dt, J = 13.9, 6.4 Hz, 2H). 13C NMR (101 MHz, chloroform-d) delta 148.12, 148.09, 142.25, 136.70, 135.37, 134.49, 129.34, 127.23, 123.75, 62.13, 34.28, 31.85.
With the rapid development of chemical substances, we look forward to future research findings about 25574-11-2.
Reference:
Article; Grimm, Sebastian H.; Gagestein, Berend; Keijzer, Jordi F.; Liu, Nora; Wijdeven, Ruud H.; Lenselink, Eelke B.; Tuin, Adriaan W.; van den Nieuwendijk, Adrianus M.C.H.; van Westen, Gerard J.P.; van Boeckel, Constant A.A.; Overkleeft, Herman S.; Neefjes, Jacques; van der Stelt, Mario; Bioorganic and Medicinal Chemistry; vol. 27; 5; (2019); p. 692 – 699;,
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