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ChemicalBook CAS DataBase List 3-Chloro-2-fluorobenzoic acid
161957-55-7

3-Chloro-2-fluorobenzoic acid synthesis

4synthesis methods
85070-48-0 Synthesis
3-Chloro-2-fluorobenzaldehyde

85070-48-0
252 suppliers
$10.00/5g

-

Yield: 97%

Reaction Conditions:

Stage #1:2-fluoro-3-chlorobenzaldehyde with sodium chlorite in water;acetone for 0.0833333 h;Cooling with ice;
Stage #2: with aminosulfonic acid in water;acetone at 0; for 0.5 h;

Steps:

9H-fluoren-9-ylmethyl N-[[3-chloro-2-[(3-formyl-2-pyridyl)sulfanyl]phenyl]methyl]carbamate
To an ice-cooled solution of sodium chlorite (6.81 g, 75.68 mmol) in water (30 mL) was added a solution of 3-Chloro-2-fluoro-benzaldehyde (3 g, 18.92 mmol) in acetone (75 mL) and the reaction mixture was stirred for 5 mm. To the resulting reaction mixture was added sulphamic acid (5.50 g, 56.76 1 mmol) in one lot at 0 °C and stirring continued for 30 mm. Progress of the reaction was monitored by TLC. After completion, the reaction mixture wasdiluted with water (5 mL) and filtered. Filtrate was extracted with ethyl acetate (3 x 50 mL), combined organic layer was dried over anhydrous sodium sulphate, filtered and concentrated under reduced pressure to get 3-chloro-2-fluoro-benzoic acid (3.2 g, 97%) as white solid. LC-MS:172.9(M-H).

References:

F. HOFFMANN-LA ROCHE AG;HOFFMANN-LA ROCHE INC.;ALANINE, Alexander;BEIGNET, Julien;BLEICHER, Konrad;FASCHING, Bernhard;HILPERT, Hans;HU, Taishan;MACDONALD, Dwight;JACKSON, Stephen;KOLCZEWSKI, Sabine;KROLL, Carsten;SCHAEUBLIN, Adrian;SHEN, Hong;STOLL, Theodor;THOMAS, Helmut;WAHHAB, Amal;ZAMPALONI, Claudia WO2017/72062, 2017, A1 Location in patent:Page/Page column 166

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