The origin of a common compound about 33155-58-7

The synthetic route of 33155-58-7 has been constantly updated, and we look forward to future research findings.

Reference of 33155-58-7, A common heterocyclic compound, 33155-58-7, name is tert-Butyl 2-(4-Bromophenyl)acetate, molecular formula is C12H15BrO2, its 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 an N?-purged flask containing the title compound from the previous step (1.55 g, 5.55 mmol), were added PdCl2(PPh3)2 (584 mg, 0.83 mmol), w-BuOH (30 mL), and DIEA (5.00 mL, 27.8 mmol). The mixture was placed under an atmosphere of carbon monoxide and stirred vigorously at 110 0C. After 1 h, the reaction mixture was allowed to cool to room temperature, and was concentrated in vacuo. Purification by silica gel chromatography (0 to 100% EtOAc in hexanes) provided the title compound: LCMS (ESI): m/z 237.3 [M – tBu]+; 1H NMR (500 MHz, CDCl3): delta 7.99 (d, J = 8.0 Hz, 2 H)5 7.34 (d, J = 8.0 Hz, 2 H), 4.32 (t, J = 6.5 Hz, 2 H), 1.77-1.72 (m, 2 H), 1.51-1.45 (m, 2 H), 1.43 (s, 9 H), 0.98 (t, J = 8.0 Hz, 3 H).

The synthetic route of 33155-58-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK & CO., INC.; WO2007/136577; (2007); A2;,
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