Application of 55666-43-8,Some common heterocyclic compound, 55666-43-8, name is tert-Butyl 3-bromopropanoate, molecular formula is C7H13BrO2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
To a suspension of [2- (4-METHYLSULFANYL-PHENYLSULFANYL) ETHYLAMINE HYDROCHLORIDE] salt (0.63 g, 2.69 [MMOLS)] in anhydrous tetrahydrofuran (20 ml) was added triethylamine (0.78 ml, 5.64 mmols) at [0C] under nitrogen. The mixture was stirred for 30 mins. To this was added dropwise a solution of [TERT-BUTYL] bromo acetate (0.42 [ML,] 2.82 [MMOLS)] in anhydrous tetrahydrofuran (10 [ML).] The mixture was warmed to room temperature and stirred fro 18 hours. The solvent was removed under reduced pressure and the residue partitioned between water (50 ml) and diethyl ether (30 [ML).] The aqueous was extracted with diethyl ether (2 x 30 [ML),] the combined organics dried over magnesium sulfate, filtered and the solvent removed under reduced pressure. The residue was purified by flash chromatography on silica gel eluting with a solvent gradient of heptane: ethyl acetate (1: 1) to give the title compound (0.25 g, 29 %) as a colourless oil. [‘H-NMR] (400 MHz, CD30D) : [A] = 1.44 (s, 9H), 2.45 (s, 3H), 2.75 (t, 2H), 3.01 (t, 2H), 3.20 (brs, 2H), 7.20 (d, 2H), 7.33 (d, 2H). LRMS [(ELECTROSPRAY)] : m/z [M + [H] + 314.] Microanalysis : Found: C, 57.28 ; H, 7.38 ; N, 4.41. [C15H23NO2S2] requires C, 57.47 ; H, 7.39 ; N, 4.47%.
The synthetic route of 55666-43-8 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; PFIZER LIMITED; PFIZER INC.; WO2004/16583; (2004); A1;,
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