2-(3-(HYDROXYMETHYL)PHENYL)ACETONITRILE synthesis

6synthesis methods

Product Name:2-(3-(HYDROXYMETHYL)PHENYL)ACETONITRILE
CAS Number:177665-49-5
Molecular formula:C9H9NO
Molecular Weight:147.17

68432-92-8 Synthesis

68432-92-8
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177665-49-5
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Yield:177665-49-5 95.2%

Reaction Conditions:

with methanol;lithium borohydride in tetrahydrofuran at 80; for 3 h;

Steps:

39.1 The first step: the preparation of 2-(3-(hydroxymethyl)phenyl)acetonitrile

The raw material methyl 3-(cyanomethyl)benzoate (500mg, 2.85mmol, 1eq.) was dissolved in tetrahydrofuran (5mL), methanol (183mg, 5.71mmol, 2eq.) was added to the above mixed solution, and then the boron Lithium hydride (124 mg, 5.71 mmol, 2 eq.) was slowly added to the above mixed solution, and the reaction solution was stirred at 80° C. for 3 h. TLC detected the completion of the reaction, added aqueous hydrochloric acid, adjusted pH to 6, extracted with ethyl acetate (20 mL x 2), combined the organic phases, washed with saturated brine (20 mL x 2), then dried with anhydrous sodium sulfate, filtered, concentrated , the target compound (400 mg, 95.2%) was obtained.

References:

WO2022/161420,2022,A1 Location in patent:Page/Page column 108