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(1,3,5-TRIMETHYL-1H-PYRAZOL-4-YL)ACETIC ACID synthesis

3synthesis methods
70598-01-5 Synthesis
ethyl 2-(1,3,5-trimethyl-1H-pyrazol-4-yl)acetate

70598-01-5
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Yield:70598-03-7 51%

Reaction Conditions:

with lithium hydroxide monohydrate in methanol at 20; for 18 h;

Steps:

Intermediate 42: 2-(l,3,5-Trimethyl-lH-pyrazol-4-yl)acetic acid

Intermediate 42: 2-(l,3,5-Trimethyl-lH-pyrazol-4-yl)acetic acid To a solution of Intermediate 42 (300 mg, 1.53 mmol) in methanol (3 mL) was added lithium hydroxide monohydrate (642 mg, 15.3 mmol) and reaction stirred at room temperature for 18 h. Reaction mixture was diluted with water (20 mL) and acidifed with 2.0M HCl(aq) to pH 4, then Intermediate 42 was extracted with EtOAc (3 x 20 mL). Combined organic layers were then dried over sodium sulphate and concentrated under reduced pressure, yielding Intermediate 42 as a pink crystalline solid (130 mg, 51%). Vppm (400 MHz, CDC13); 3.80 (3H), 3.41 (2H), 2.24 (3H), 2.23 (3H).

References:

WO2013/83991,2013,A1 Location in patent:Page/Page column 117