Adding a certain compound to certain chemical reactions, such as: 5332-26-3, name is 2-(Bromomethyl)isoindoline-1,3-dione, belongs to indolines-derivatives compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 5332-26-3, Product Details of 5332-26-3
To a stirred solution of 26 (50.0 g, 0.142 mol) in THF (500 mL) was added NaHMDS (2 M in THF, 106.2 mL, 0.213 mol) at 0 C and the resultant mixture was stirred for about 30 min. Then 2-(bromomethyl)isoindoline-1,3-dione (17; 41.0 g, 0.171 mol) was added at 0 C and the resultant reaction mixture was stirred for about 30 min. The reaction mixture was quenched with H2O (500 mL) at 0 C and extracted with EtOAc (2 × 500 mL). The combined organic layers were washed with H2O and brine, and concentrated to get the crude compound of 27, which was purified by column chromatography using PE/EtOAc (8.5:1.5) as eluent to afford the desired compound 27 as a colorless syrup; yield: 51 g (70%). 1H NMR (400 MHz, CDCl3): delta= 7.87-7.84 (m, 2 H), 7.78-7.75 (m, 2 H),7.42-7.33 (m, 5 H), 5.80 (br s, 1 H), 5.25-5.18 (m, 2 H), 4.32 (s, 2 H),4.18 (q, J= 7.2 Hz, 2 H), 3.74-3.61 (m, 2 H), 1.45 (s, 9 H), 1.19 (t, J= 6.8Hz, 3 H). 13C NMR (100 MHz, CDCl3): delta= 168.6, 168.5, 168.4, 155.5, 135.4,134.4, 131.6, 128.4, 128.3, 128.2, 123.7, 123.6, 79.3, 67.6, 62.1, 57.6,40.9, 38.7, 28.3, 13.7.LCMS: m/z= 511 [M + 1]. HRMS: m/z[M]+calcd for C27H31N2O8+: 511.2075; found: 511.2068.
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