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4-Chloro-3-isopropoxybenzoic acid synthesis

2synthesis methods
-

Yield:856165-82-7 85%

Reaction Conditions:

with water;sodium hydroxide in methanol at 55; for 10 h;

Steps:

76.2 Step 2: 4-chloro-3-isopropoxybenzoic acid

To a solution of isopropyl 4-chloro-3-isopropoxybenzoate (14 g, 54.53 mmol) in methanol (200 mL) was added a solution of sodium hydroxide (8.75 g, 218.75 mmol) in water (20 mL) and the reaction was stirred for 10 h at 55°C. The resulting mixture was concentrated in vacuo. The residue was dissolved in water (100 ml), adjusted to pH 4 with aq. HC1 (3N). The product was precipitated from water and collected by filtration to afford 4-chloro-3-isopropoxybenzoic acid as a white solid (10 g, 85%). LCMS (ES, m/z): [M+H]+ 215.0 *H NMR (300 MHz, DMSO) 513.19 (s, 1H), 7.59 - 7.49 (m, 3H), 4.78 - 1H), 1.33 (d, 7 = 6.00 Hz, 6H)

References:

WO2014/66795,2014,A1 Location in patent:Paragraph 0175