2-bromo-6-chloro-phenol synthesis

Yield:3964-56-5 75% ，2040-88-2 6 %Chromat. ，4526-56-1 6 %Chromat.

Reaction Conditions:

with N-Bromosuccinimide;thiourea in acetonitrile at 20; for 2 h;regioselective reaction;

Steps:

7 5.2. General procedure for bromination
General procedure: Reaction conditions: Thiourea (5.1 mol%, 2 mg, 0.026 mmol) was added to an acetonitrile solution (10 mL) containing NBS (1.15 equiv, 104.4 mg, 0.587 mmol). Anisole (56.3 mg, 0.51 mmol) was added immediately to the resulting stirred solution and allowed to stir at room temperature for 10 min. The reaction was quenched by the addition of 10% aqueous solution of Na₂S₂O₃ (10 mL) and extracted with ethyl acetate (70 mL). The organic solution was then washed with additional 10% Na₂S₂O₃ (2 * 10 mL), followed by deionized water (3 * 15 mL) and brine (2 * 10 mL). The organic solution was then dried over anhydrous Na₂SO₄ and the solvent was evaporated in vacuo. The major product of each reaction was isolated by centrifugal thin-layer chromatography using a 2 mm thick silica gel 60GF₂₅₄ coated plate (5% CH₂Cl₂/hexanes). The products reported herein are known compounds and were characterised by GC-MS, IR, ¹H and ¹³C NMR. Their spectroscopic data are in agreement with those reported in the literature.

References:

Bovonsombat, Pakorn;Teecomegaet, Pattaradra;Kulvaranon, Panisanun;Pandey, Aditi;Chobtumskul, Kittithorn;Tungsirisurp, Sireethorn;Sophanpanichkul, Punyanuch;Losuwanakul, Satreerat;Soimaneewan, Dechathon;Kanjanwongpaisan, Patcharida;Siricharoensang, Pornpawit;Choosakoonkriang, Sirirat [Tetrahedron,2017,vol. 73,# 46,p. 6564 - 6572]

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